Mechanism of the Regio- and Diastereoselective Ring Expansion Reaction Using Trimethylsilyldiazomethane
Mechanism of the Regio- and Diastereoselective Ring Expansion Reaction Using Trimethylsilyldiazomethane
复制标题
使用三甲基硅基重氮甲烷进行区域和非对映选择性扩环反应的机理
DOI：
10.1021/ol302032w
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发表时间：
2012
期刊：
影响因子：
--
通讯作者：
森裕二
中科院分区：
文献类型：
--
作者：
坂井健男;伊藤聡志;古田大貴;河原佑樹;森裕二
确定了tms -重氮甲烷的赤道攻击是bf3促进六元酮用tms -重氮甲烷扩环反应的第一步。迁移反应发生在羰基氧和TMS基团反周平面的构象中，主要提供反式七元酮。
An equatorial attack of TMS-diazomethane was determined to be the first step of the BF3-promoted ring expansion reaction of six-membered ketones using TMS-diazomethane. The migration reaction occurred in a conformation in which the carbonyl oxygen and the TMS group were antiperiplanar to predominantly affordtrans-seven-membered ketones.