Regio- and stereoselectivity in the solvomercuriation and intramolecular alkoxymercuriation of cyclic unsaturated alcohols
作者:Yasuhisa Senda、Satomi Takayanagi、Tomomi Sudo、Hiroki Itoh
DOI:10.1039/b006963i
日期:——
The regio- and stereoselectivity in the solvomercuriation and intramolecular alkoxymercuriation of several cyclic olefinic alcohols were examined. The regioselectivity is controlled mainly by electronic factors, while the stereoselectivity is controlled by steric factors as well as electronic ones. The optimised structure of the mercurinium ion intermediate suggests that the attractive interaction between the hydroxy group in the molecule and the mercurinium ion moiety affects the selectivity.
对几种环状烯醇的溶剂汞化和分子内醇氧汞化反应中的区域选择性和立体选择性进行了研究。区域选择性主要受电子因素的控制,而立体选择性则同时受到立体因素和电子因素的影响。汞铵离子中间体的优化结构表明,分子中的羟基与汞铵离子基团之间的吸引相互作用影响了选择性。