β-硅基巴顿酯的非对映选择性自由基卤化、叠氮化及重排反应
Diastereoselective free radical halogenation, azidation, and rearrangement of beta-silyl Barton esters.
作者信息
Masterson Douglas S, Porter Ned A
机构信息
Department of Chemistry, Vanderbilt University, Nashville, Tennessee 37235, USA.
出版信息
Org Lett. 2002 Nov 28;4(24):4253-6. doi: 10.1021/ol0268182.
PMID:12443071
Abstract
[reaction: see text] Barton esters of beta-silylcarboxylic acids were decomposed by photolysis alone in organic solvents or in the presence of ethanesulfonyl azide or bromotrichloromethane. Products of the reaction, beta-silylthiopyridyl ethers, beta-silyl azides, or alkenes, were formed with significant control of stereochemistry.
摘要
[反应：见正文] β-硅基羧酸的巴顿酯在有机溶剂中单独光解，或在乙烷磺酰叠氮或溴三氯甲烷存在下光解。反应产物β-硅基硫代吡啶基醚、β-硅基叠氮化物或烯烃的形成具有显著的立体化学控制。
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