Asymmetric synthesis of chiral amines by highly diastereoselective 1, 2-additions of organometallic reagents to N-tert-butanesulfinyl imines

DA Cogan, G Liu, J Ellman

文献索引：Cogan, Derek A.; Liu, Guangcheng; Ellman, Jonathan Tetrahedron, 1999 , vol. 55, # 29 p. 8883 - 8904

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被引用次数: 285

摘要

High yielding and highly diastereoselective methods for 1, 2-additions of organometallic reagents to N-tert-butanesulfinyl aldimines (2) and N-tert-butanesulfinyl ketimines (3) are described. The additions of alkyl, aryl, alkenyl, and allyl carbanions to a diverse set of imines with different steric and electronic properties are demonstrated. Acidic methanolysis of the sulfinamide products (4 and 6) delivers highly enantioenriched α-branched and α, α- ...