【摘 要】
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Main observation and conclusionrnA general synthesis of chiral 1,3-disubstituted allylsilanes is established through copper(Ⅰ)-catalyzed asymmetric 1,4-conjuga
【机 构】
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CAS Key Laboratory of Synthetic Chemistry of Natural Substances,Center for Excellence in Molecular S
论文部分内容阅读
Main observation and conclusionrnA general synthesis of chiral 1,3-disubstituted allylsilanes is established through copper(Ⅰ)-catalyzed asymmetric 1,4-conjugate silyla-tion of α,β-unsaturated sulfones and subsequent Julia-Kocienski olefination.By modification of McQuade\'s NHC ligand,the catalytic asymmetric conjugate silylation with a broad substrate scope is achieved in high enantioselectivity.The following Julia-Kocienski ole-fination proceeds smoothly at room temperature to deliver an array of chiral allylsilanes in moderate yields.More interestingly,a one-pot asymmetric synthesis with high synthetic efficiency is successfully realized.Utility of the prepared chiral 1,3-disubsituted al-lylsilanes is demonstrated in the asymmetric allylation of both aldehyde and aldimine.Finally,an interesting “match and mismatch”phenomenon is observed in the asymmetric allylation of chiral aldehydes.
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