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
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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.
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Key Words
ID: J54-Y2018