Organic Chemistry Portal

Abstracts

Search:

Iridium-Catalyzed Enantioselective Allyl-Allyl Cross-Coupling of Racemic Allylic Alcohols with Allylboronates

Yu Zheng, Bei-Bei Yue, Kun Wei, Yu-Rong Yang*

*State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China, Email: yangyurongmail.kib.ac.cn

Y. Zheng, B.-B. Yue, K. Wei, Y.-R. Yang, Org. Lett., 2018, 20, 8035-8038.

DOI: 10.1021/acs.orglett.8b03627 (free Supporting Information)



Note: The author has been contacted several times concerning the missing reaction time.

see article for more reactions

Abstract

Carreira's iridium-(P, olefin) phosphoramidite-based catalytic system enables an asymmetric allyl-allylboronate cross-coupling with high enantioselectivity. This transformation tolerates a large variety of racemic branched allylic alcohols and allylboronate substrates. The utility of the coupling is demonstrated in a concise catalytic asymmetric synthesis of (-)-preclamol.


see article for more examples



Key Words

allylation


ID: J54-Y2018