化学
樟脑
磺酰
有机化学
半缩醛
酮
试剂
三乙基硅烷
磺酸盐
硫化物
药物化学
钠
催化作用
烷基
作者
David J. Procter,Nicolas J. Archer,Robert Needham,David Bell,Allan P. Marchington,Christopher M. Rayner
出处
期刊:Tetrahedron
[Elsevier]
日期:1999-07-01
卷期号:55 (31): 9611-9622
被引量:21
标识
DOI:10.1016/s0040-4020(99)00507-4
摘要
Synthetic approaches to novel enantiomerically pure sulfides and selenides derived from (+)-camphor and (+)-camphor-10-sulfonate esters are described. Lewis acid mediated hemiacetal formation between a camphor-derived ketone and a thiol or selenol, and subsequent in situ reduction using triethylsilane selectively gives the exo-sulfide or -selenide in moderate overall yields. The initial sulfonate ester products can be converted into the corresponding sulfones by subsequent treatment with Grignard or organolithium reagents.
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