Reagents
15-cr-5: 1
18-cr-6: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12
9-BBN: 1
9-BBN-Br: 1
9-BBN-H: 1,
2,
3,
4,
5,
6,
7,
8,
9
9-BBN-I: 1,
2
9-BBN-OMe: 1,
2
9-BBN-OTf: 1
9-BBN-R: 1
Ac2O - see: Acetic anhydride
AcCl - see: Acetyl chloride
Acetaldehyde: 1,
2,
3,
4,
5
Acetamide, trifluoro: 1
Acetate - see: AgOAc, B(OAc)
3, Cu(OAc)
2, Hg(OAc)
2, Pb(OAc)
4, Mn(OAc)
3, Rh
2(OAc)
4
Acetate, ammonium: 1,
2,
3
Acetate, cesium: 1,
2
Acetate, ortho - see: Orthoacetate
Acetate, potassium: 1,
2,
3
Acetate, sodium: 1,
2,
3,
4,
5
Acetic acid: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56
Acetic acid, trifluoro: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40
Acetic anhydride: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22
Acetic anhydride, NEt3: 1,
2,
3,
4,
5,
6
Acetic anhydride, Py: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
Acetic anhydride, trifluoro: 1,
2,
3,
4,
5,
6,
7,
8,
9
Acetoacetate: 1,
2,
3,
4,
5
Acetone: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
Acetone dicarboxylate: 1
Acetonitrile (solvent): 1,
2,
3,
4,
5,
6
Acetonitrile, trichloro: 1,
2
Acetyl chloride: 1,
2,
3,
4,
5
Acetyl chloride, trichoro: 1
Acetylene dicarboxylate: 1
AcOCHO - see: Formic acetic anhydride
AcOH - see: Acetic acid
Acrolein: 1,
2,
3,
4,
5,
6,
7
Acrylamide: 1
Acrylate: 1,
2,
3,
4,
5,
6,
7,
8
Acrylonitrile: 1,
2,
3
Acryloyl-Cl: 1,
2,
3,
4,
5
AcSH - see: HS-Ac
AD-Mix: 1,
2,
3
Ag(O2CCF3)2: 1
Ag2CO3: 1
Ag2O: 1,
2,
3,
4,
5,
6
AgBF4 : 1
AgClO4: 1
AgNO3: 1,
2,
3,
4,
5,
6,
7
AgOAc: 1
AgOCOCF3: 1
AgPF6: 1
AIBN: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27
Al(Hg): 1,
2,
3,
4
Al(OiPr)3: 1,
2
Al(SiMe3)3: 1
Al2O3: 1,
2,
3,
4,
5,
6,
7,
8
AlCl3: 1,
2,
3
AlEt2-Cl: 1,
2
AlEt2-CN: 1,
2,
3,
4
AlEt2-SnBu3 - see: SnBu
3-AlEt
2
AlEt3: 1,
2
AlEtCl2: 1,
2,
3
AlH(OtBu)3-Li+: 1,
2
AlH(OMe)3-Li+: 1
AlH2(OR)2-Na+: 1,
2,
3,
4,
5,
6,
7
AlH3: 1,
2,
3,
4
AlH4-Li+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82,
83,
84,
85,
86,
87,
88,
89,
90,
91,
92,
93,
94,
95,
96,
97,
98,
99,
100,
101,
102,
103,
104,
105,
106,
107,
108,
109,
110,
111,
112,
113,
114,
115,
116
AlHiBu2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82,
83,
84,
85,
86,
87,
88,
89,
90,
91,
92,
93,
94,
95,
96,
97,
98,
99,
100,
101,
102
Alkenyl-X - see: Vinyl-X
Alkyl-Cu: 1,
2
Alkyl-Cu - see: Keywords - Cu-Alkyl
Alkyl-Li: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
Alkyl-MgX: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23
Alkyl-SnR3: 1,
2
Alkyl-ZnX: 1,
2,
3
Alkynyl-Br: 1
Alkynyl-BR2: 1,
2
Alkynyl-CeX2: 1
Alkynyl-Li: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29
Alkynyl-MgX: 1,
2,
3,
4,
5
Alkynyl-Na: 1,
2
Alkynyl-SiR3: 1,
2,
3,
4,
5,
6,
7
Alkynyl-SnR3: 1,
2,
3
Alkynyl-ZnX: 1,
2,
3,
4,
5,
6
Allenyl-AlR2: 1
Allenyl-BR2: 1,
2,
3
Allenyl-Li: 1,
2,
3,
4,
5
Allenyl-MgX: 1
Allenyl-SiR3: 1,
2
Allenyl-SnR3: 1,
2,
3
Allenyl-Ti: 1
Allenyl-ZnX: 1
Allyl-B(Ipc)2: 1,
2,
3,
4,
5
Allyl-B(Ipc)2 - see: Crotyl-B(Ipc)
2
Allyl-B(tartrate): 1,
2
Allyl-Br: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22
Allyl-BR2: 1,
2,
3
Allyl-Cl: 1,
2,
3,
4,
5,
6
Allyl-Cuprate: 1
Allyl-I: 1,
2,
3,
4
Allyl-Li: 1,
2,
3,
4,
5
Allyl-MgX: 1,
2,
3,
4,
5
Allyl-MgX - see: Crotyl-MgX
Allyl-NH2: 1
Allyl-OAc: 1
Allyl-OH: 1
Allyl-Phosphate: 1
Allyl-PPh2: 1
Allyl-SiR3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
Allyl-SnR3: 1,
2,
3,
4,
5,
6
Allyl-ZnX: 1
AlMe2-SeMe - see: SeMe-AlMe
2
AlMe2-Cl: 1,
2
AlMe2-NEt2: 1
AlMe3: 1,
2,
3,
4,
5,
6,
7
AlMe3 - see: NMe(OMe)AlMe
2
AlMeCl2: 1
Aluminum hydrides - see: AlH
3; BINAL-H; AlH
iBu
2; AlH
4-Li
+; AlH(O
tBu)
3-Li
+; AlH
3OEt
-Li
+; AlH
2(OR)
2-Na
+
Amalgam - see: Al(Hg), Na(Hg), Mg(Hg)
Amberlite: 1
Amine - see: NH
2R; NHR
2; NR
3
Amine oxide - see: NMO; RuO
4-Pr
4N
+, NMO; NMe
3(O)
Ammonia - see: NH
3
Ammonium - see: NH
4X; Bu
4NX
Amyl nitrite: 1
Aryl-Li: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
Aryl-Li - also see: Furyl-Li; Pyridyl-Li; Pyrrolyl-Li
Aryl-MgX: 1,
2,
3,
4,
5,
6
Aryl-SnR3: 1,
2,
3
AsPh3: 1,
2,
3,
4
AuClPPh3: 1
Azide, Bu4N+: 1
Azide, diphenylphosphoryl: 1,
2,
3,
4
Azide, methanesulfonyl: 1
Azide, p-nitrophenylsulfonyl: 1
Azide, sodium: 1,
2,
3
Azide, tosyl: 1,
2
Azide, trimethylsilyl: 1
Azide, zinc: 1
Aziridine: 1,
2,
3,
4
B(OAc)3: 1
B(OMe)3: 1
B(OMe)Et2: 1
Ba(ClO3)2: 1,
2
Ba(OH)2 - see: Hydroxide, barium
Baker's yeast: 1
BaMnO4 - see: Permanganate, barium
Barton ester - see: Mercaptopyridine-N-oxide
BBr3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
BBrMe2: 1
BCl(Ipc)2: 1,
2,
3
BCl3: 1,
2,
3
Benzaldehyde: 1
Benzoate, cesium: 1
Benzoic acid: 1
Benzoic acid, p-nitro: 1,
2
Benzoyl chloride: 1,
2,
3,
4,
5
Benzoyl chloride, 2,4,6-trichloro: 1,
2,
3,
4,
5,
6
Benzoyl peroxide: 1,
2,
3
Benzoyl triflate: 1
Benzyl-Li: 1,
2
Benzylamine - see: NH
2Bn
BEt3: 1,
2,
3
BF3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16
BF3·OEt2: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40
BH(Catechol): 1,
2
BH(Ipc)2: 1
BH(OAc)3-Me4N+: 1,
2
BH(OAc)3-Me4N+ : 1,
2
BH(Pinacol): 1
BH(Siam)2: 1,
2,
3,
4
BH2(Thexyl): 1,
2,
3
BH3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10
BH3·SMe2: 1,
2,
3,
4,
5,
6
BH3·THF: 1,
2,
3,
4,
5,
6,
7,
8
BH3CN-Na+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
BH3NH2-Li+: 1
BH4-Bu4N+ : 1
BH4-Li+: 1,
2,
3,
4,
5,
6,
7
BH4-Na+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67
BH4-Na+, CeCl3: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
BH4-Na+, TiCl4: 1
BHsBu3-K+: 1,
2,
3,
4
BHsBu3-Li+: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
BHCy2: 1
BHEt3-Li+: 1,
2,
3,
4,
5,
6,
7,
8,
9
BHT: 1,
2
Bicarbonate, sodium: 1,
2,
3,
4,
5,
6,
7
Bifluoride, potassium: 1
BINAL-H: 1
BINAP: 1,
2
Bisulfate, Bu4N+: 1
Bisulfate, potassium: 1
Bisulfate, sodium: 1,
2,
3
BnOC(=NH)CCl3: 1
Boc-Cl: 1
Boc2O: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
BOP: 1,
2
Borabicyclonane - see: 9-BBN
Boron hydride - see: 9-BBN-H; BH
3; BH(Siam)
2; BH(Ipc)
2; BH(Catechol); BH
3NH
2-Li
+; BH
4-Li
+; BHEt
3-Li
+; BH
sBu
3-Li
+; BH
sBu
3-K
+; BH
3CN
-Na
+; BH
4-Na
+; BH
2(Thexyl); Zn(BH
4)
2
Br-CH2CO2R - see: Bromoacetate
Br2 see: Bromine
BrCCl3: 1
Bromide - see: BBr
3, CuBr, ZnCl
2
Bromide, Bu4N+: 1,
2
Bromide, lithium: 1,
2,
3,
4,
5,
6,
7,
8
Bromine: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13
Bromine - see: Tribromide, Ammonium
Bromoacetaldehyde: 1
Bromoacetate: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15
Bromocyclohexadienone: 1
Bromoethanol: 1,
2
Bromoethylamine: 1
Bromopyruvate: 1
Bu2AlH - see: AlH
iBu
2
Bu2BOTf: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
Bu2SnH2 - see: HSnBu
2H
Bu2SnO - see: SnBu
2(O)
Bu3P - see: PBu
3
Bu3Sn-X - see: SnBu
3-X
Bu3SnH - see: HSnBu
3
Bu3SnLi - see: LiSnBu
3
Bu4N+ BH4- - see: BH
4-Bu
4N
+
Bu4N+ Br- - see: Bromide, Bu
4N
+
Bu4N+ F- - see: Fluoride, Bu
4N
+
Bu4N+ I- - see: Iodide, Bu
4N
+
Bu4N+ IO4- - see: Periodate, Bu
4N
+
Bu4N+ N3- - see: Azide, Bu
4N
+
Bu4NHSO4 - see: Bisulfate, Bu
4N
+
BuLi(n): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67,
68,
69,
70,
71,
72,
73,
74,
75,
76,
77,
78,
79,
80,
81,
82,
83,
84,
85,
86,
87,
88,
89,
90,
91,
92,
93
BuLi(n), HMPA: 1,
2,
3,
4
BuLi(sec): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14
BuLi(sec), TMEDA: 1,
2,
3,
4,
5
BuLi(tert): 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44
BuLi(tert), HMPA: 1,
2
BuLi, KOtBu: 1,
2
BuLi, Sparteine: 1,
2,
3
BuOCl - see: Hypochlorite,
tbutyl
BuOOH - see: Hydroperoxide,
tbutyl
Burgess reagent: 1,
2
BuSH - see: HS-Bu
Butadiene: 1,
2,
3,
4,
5,
6
Butadiene, 1-OR: 1,
2,
3
Butadiene, 1-SR: 1
Butadiene, 2-OR: 1,
2,
3
Bz2O2 - see: Benzoyl peroxide
BzCl - see: Benzoyl chloride
Ca°/NH3: 1,
2,
3
CaCl2 - see: Chloride, calcium
CaCO3 - see: Carbonate, calcium
Camphor oxaziridine - see: Oxaziridine, Camphor
Camphor sulfonic acid: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26
CAN - see: Ceric ammonium nitrate
Carbodiimide: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21
Carbon dioxide - see: CO
2
Carbon monoxide - see: CO; PdX
2, CO
Carbonate - see: Ag
2CO
3;Tl
2CO
3
Carbonate, calcium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11
Carbonate, cesium: 1,
2,
3,
4
Carbonate, dialkyl - see: O=C(OR)
2
Carbonate, lithium: 1,
2
Carbonate, potassium: 1,
2,
3,
4,
5,
6,
7,
8,
9,
10,
11,
12,
13,
14,
15,
16,
17,
18,
19,
20,
21,
22,
23,
24,
25,
26,
27,
28,
29,
30,
31,
32,
33,
34,
35,
36,
37,
38,
39,
40,
41,
42,
43,
44,
45,
46,
47,
48,
49,
50,
51,
52,
53,
54,
55,
56,
57,
58,
59,
60,
61,
62,
63,
64,
65,
66,
67
Carbonate, sodium: 1,
2,
3,
4,
5,
6
Catechol borane - see: BH(Catechol)
CBr4 - see: PPh
3, CBr
4
CBS (Corey-Bakshi-Shibata) catalyst - see: Corey oxazaborolidine
Cbz-Succinimide: 1
CbzCl: 1
CCl4 - see: PBu
3, CCl
4
Cd/Pb: 1
CdCl2: 1
CeCl3: 1,
2,
3,
4
CeCl3 - see: BH
4-Na
+, CeCl
3
Ceric ammonium nitrate: 1,
2,
3,
4,
5,
6
CF3CH2OH(solvent): 1
CF3CO2Ag - see: AgOCOCF
3
CF3CO2C(O)CF3 - see: Acetic anhydride, trifluoro
CF3CO2H - see: Acetic acid, trifluoro
CF3CONH2 - see: Acetamide, trifluoro
CF3SO3H - see: TfOH
CH2(OMe)2: 1,
2
CH2=C(OLi)(OR): 1,
2,
3,
4
CH2=C(OLi)2: 1,
2
CH2=C(OR)(OSiR'3): 1,
2,
3
CH2=CH-MgBr - see: Vinyl-MgX
CH2=CH-X - see: Vinyl-X
CH2=CHCH2-X - see: Allyl-X
CH2=N2 - see: Diazomethane
CH2=NMe2+I-: 1,
2,
3,
4,
5,
6,
7
CH2=O - see: Formaldehyde
CH2Br2: 1,
2
CH2Br2, LiTMP: 1,
2,
3
CH2Br2, Zn°, TiCl4: 1,
2,
3
CH2I2: 1
CH2I2, Sm: 1
CH2I2, Zn°, ZrCl4: