Tetrahedron letters

Cyclobutyl phenyl sulfoxide and (SR)-cyclobutyl p-tolyl sulfoxide: New reagents for the spiroannelation of cyclopentanone

L Fitjer, W Schlotmann, M Noltemeyer

文献索引：Fitjer, Lutz; Schlotmann, Werner; Noltemeyer, Mathias Tetrahedron Letters, 1995 , vol. 36, # 28 p. 4985 - 4988

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被引用次数: 10

摘要

Cyclobutyl phenyl sulfide 2, cyclobutyl phenyl sulfoxide 3 and (SR)-cyclobutyl p-tolyl sulfoxide (SR)-8 have been synthesized and used for the spiroannelation of cyclopentanone. In the most effective sequence, lithiated 3 is added to ketones with formation of β-hydroxy sulfoxides 4a-g, which are ring enlarged and hydrolyzed to cyclopentanones 6a-e and sulfanylcyclopentene 6f, respectively, after reduction to β- ...