Expand Menu
An Asymmetric Synthesis of L-Pyrrolysine
Tue, 11/27/2012 - 11:42am — root
| Title | An Asymmetric Synthesis of L-Pyrrolysine |
| Publication Type | Journal Article |
| Year of Publication | 2012 |
| Authors | Wong, ML, Guzei, IA, Kiessling, LL |
| Journal | Organic Letters |
| Volume | 14 |
| Pagination | 1378-1381 |
| Date Published | Mar |
| Type of Article | Article |
| ISBN Number | 1523-7060 |
| Accession Number | WOS:000301516000005 |
| Keywords | aldehydes, alpha-chlorination, click chemistry, derivatives, dimethyl-sulfoxide, encoded amino-acid, genetic-code, transfer-rna synthetase, triphenylphosphine, wittig reactions |
| Abstract | An efficient asymmetric synthesis of the 22nd amino acid L-pyrrolysine has been accomplished. The key stereogenic centers were installed by an asymmetric conjugate addition reaction. A Staudinger/aza-Wittig cyclization was used to form the acid-sensitive pyrroline ring. Pyrrolysine was synthesized in 13 steps in 20% overall yield. |
| Short Title | Org. Lett |
Contact Us
1101 University Avenue
Madison, WI 53706
Phone: 608.262.1483
Email: chemdept@chem.wisc.edu
Get Directions
