Synthesis

Synthesis of α-Allyloxy-Substituted α, β-Unsaturated Esters via Aldol Condensation. Convenient Access of Highly Substituted Allyl Vinyl Ethers

M Hiersemann

文献索引：Hiersemann Synthesis, 2000 , # 9 p. 1279 - 1290

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被引用次数: 16

摘要

Abstract: a-Allyloxy-substituted a, b-unsaturated esters 1a-r have been prepared in 5 steps from commercially available starting materials. The key sequence of the synthesis is an aldol addition between an a-allyloxy-substituted ester 2a-i and an aldehyde R1CHO followed by mesylation and DBU mediated elimination to afford the 2-alkoxycarbonyl-substituted allyl vinyl ethers 1a-r. The E/Z ratio of the newly generated vinyl ether double bond is ...