期刊
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
卷 191, 期 3, 页码 535-540出版社
TAYLOR & FRANCIS LTD
DOI: 10.1080/10426507.2015.1114489
关键词
Z-selectivity; Horner reaction; vinyl sulfoxides; Chiral (diphenoxyphosphoryl)methyl p-tolyl sulfoxide
Racemic and optically active (+)-(S)-(diphenoxyphosphoryl)methyl p-tolyl sulfoxide were prepared and used as Horner olefination reagents. Their reaction with aromatic and aliphatic aldehydes afforded the corresponding racemic and enantiomeric alpha,beta-unsaturated sulfoxides with moderate to high Z-selectivity. The E/Z ratio was found to be dependent on the structure of aldehyde, nature of base, reaction conditions, and addition of 18-crown-6.
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