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Stereocontrolled functionalization in acyclic systems by exploiting internal 1,2-asymmetric induction — generation of polypropionate and related motifs

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
37
Issue
42
Identifiers
DOI: 10.1016/0040-4039(96)01753-4

Abstract

Abstract Conjugate organocuprate additions to α,β-unsaturated esters that have a γ-ether substitutent take place with high anti-selectivity. Potassium ester enolates can react with electrophiles to give the corresponding α-hydroxy α-alkyl, and α-azido esters with an overall antilsyn orientation of three vicinal groups relative to the initial resident chiral center.

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