Vulovic Bojan, Trmcic Milena, Matovic Radomir, Saicic Radomir N
Faculty of Chemistry , University of Belgrade , Studentski trg 16 , P.O. Box 51, 11158 Belgrade , Serbia.
Innovation Centre of the Faculty of Chemistry , University of Belgrade , 11158 Belgrade , Serbia.
Org Lett. 2019 Dec 6;21(23):9618-9621. doi: 10.1021/acs.orglett.9b03791. Epub 2019 Nov 26.
Unsaturated oxyallyl cations with a suitably positioned alkene bond undergo 5--cyclization with the formation of vinylcyclopentane derivatives. Alkyne analogues provide allenes. The reaction proceeds with a moderate to excellent level of stereoselectivity and allows for asymmetric induction in the reaction with chiral substrate.
具有适当位置烯烃键的不饱和氧烯丙基阳离子会发生5-环化反应,生成乙烯基环戊烷衍生物。炔烃类似物则生成丙二烯。该反应以中等至优异的立体选择性进行,并在手性底物参与的反应中实现不对称诱导。