Asymmetric synthesis of cyclic β-amino acids and cyclic amines via sequential diastereoselective conjugate addition and ring closing metathesis

…, CAP Smethurst, AD Smith, H Rodriguez-Solla

Index: Chippindale, Ann M.; Davies, Stephen G.; Iwamoto, Keiji; Parkin, Richard M.; Smethurst, Christian A. P.; Smith, Andrew D.; Rodriguez-Solla, Humberto Tetrahedron, 2003 , vol. 59, # 18 p. 3253 - 3265

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Citation Number: 91

Abstract

Diastereoselective conjugate addition of lithium (S)-N-allyl-N-α-methylbenzylamide to a range of α, β-unsaturated esters followed by ring closing metathesis is used to afford efficiently a range of substituted cyclic β-amino esters in high de Alternatively, conjugate addition to α, β-unsaturated Weinreb amides, functional group conversion and ring closing metathesis affords cyclic amines in high de The further application of this methodology to ...