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Asymmetric additions of 1-alkenylcopper reagents to chiral enoates: Enantioselective synthesis of california red scale pheromone.

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
27
Issue
10
Identifiers
DOI: 10.1016/s0040-4039(00)84198-2

Abstract

Abstract nBu 3P-stabilized 1-alkenylcopper reagents undergo efficient 1,4-additions to enoates 1 and 5 . Thus, acids 3 , 7 or alcohols 4 , 8 were obtained in high e.e. with recovery of the auxiliary. 4d was converted to pure (-)-pheromone 13 , and 8b gave bromide 14b .

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