Regio- and diastereoselective Reformatsky reaction of chiral fluoroalkyl alpha,beta-unsaturated N-tert-butanesulfinyl ketimines: Efficient asymmetric synthesis of beta-fluoroalkyl beta-vinyl beta-amino esters

摘要

Highly regio- and diastereoselective Reformatsky reaction of stable, chiral fluoroalkyl alpha,beta-unsaturated N-tert-butanesulfinyl ketimines was developed, which provided an efficient method for the asymmetric synthesis of structurally diverse beta-tetrasubstituted beta-fluoroalkyl beta-vinyl beta-amino esters in good yields and with excellent diastereoselectivities (dr up to 96:4). (C) 2018 Elsevier Ltd. All rights reserved.