Tetrahedron

Stereoselective syntheses of 1, 2-dialkyl-1-phenyl cyclopentanes involving intramolecular carbolithiation of α-thioalkenes

A Krief, B Kenda, B Remacle

文献索引：Krief, Alain; Kenda, Benoit; Remacle, Bruno Tetrahedron, 1996 , vol. 52, # 21 p. 7435 - 7463

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被引用次数: 27

摘要

2-Ethyl-1-methyl-1-phenyl cyclopentane, unavailable by butyllithium-promoted carbocyclisation of the corresponding alkenyl selenide, has been synthesized from 6- methylseleno-6-phenyl-1-phenylthio-1-heptene and 7-methylseleno-7-phenyl-2-phenylthio- 2-octene with high stereocontrol at all the three stereogenic centers. Depending upon the solvent used, the derivative in which the methyl-and the phenylthiomethyl groups are cis ( ...