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Total synthesis of Bipinnatin J:
Reference: Roethle, P. A.; Trauner, D. Org. Lett. 2006, 8, 345 DOI
Keywords: Al-Vinyl → I-Vinyl • Alkyl-OH → Aldehyde • Enal → Allyl-OH • Allyl-OH → Allyl-Br • Mitsunobu → Br • Alkyne Carboalumination • Li-Alkynyl+Aldehyde • Li/H → Li-Alkynyl • Enyne reaction • Lactone-5 • Wittig-ketomethyl → Enal • Pd/Sn-Aryl+Vinyl-X • Stille coupling • Nozaki-Hiyama coupling • Cr-Allyl+Aldehyde • Aldehyde+Cr-R • Li/H → Li-Furyl • Li-Aryl → Sn-Aryl •
Reagents: AlMe3 • Vinyl-Al • Dess-Martin • Alkynyl-Li • LiNiPr2 • RuCp(NCMe)3PF6 • Camphor sulfonic acid • PPh3=C(Me)-C(O)R • BH4-Na+ • Pd(PPh3)4 • CuI • Fluoride, cesium • NBS • CrCl2 • NiCl2 • LiN(OMe)Me • BuLi(n) • SnMe3-Cl •

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