Tetrahedron letters

An efficient route to functionalized dienes for decalin synthesis

JW Benbow, R Katoch, BL Martinez, SB Shetzline

文献索引：Benbow, John W.; Katoch, Reeti; Martinez, Bonnie L.; Shetzline, Steven B. Tetrahedron Letters, 1997 , vol. 38, # 23 p. 4017 - 4020

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被引用次数: 4

摘要

Reaction of the trimethylsilyl (TMS) enol ethers 6 derived from the conjugate addition of organo-copper reagents to 3, 4-dimethylcyclopentenone with dimethyl dioxirane (DMDO) leads to α-hydroxy ketones 7 with predominantly the syn-methyl orientation. Exposure of these systems to methanolic lead tetraacetate (Pb (OAc) 4) delivers aldehydic esters 8 which are homologated to the desired E-dienes 9 using Yamamoto's allylic phosphine oxide ...