使用由（R）-4-叔丁基二甲基硅氧基-2-环己烯-1-酮衍生的1,3-二烯的不对称[4+2]环加成反应。
Asymmetric [4+2] cycloadditions employing 1,3-dienes derived from (R)-4-t-butyldimethyl-silyloxy-2-cyclohexen-1-one.
作者信息
Hua Zhengmao, Chen Lei, Mei Yan, Jin Zhendong
机构信息
Division of Medicinal and Natural Products Chemistry, College of Pharmacy, The University of Iowa, Iowa City, IA 52242, USA.
出版信息
Tetrahedron Lett. 2009 Dec 1;50(48):6621-6623. doi: 10.1016/j.tetlet.2009.09.055.
Abstract
1.3-Dienes derived from (R)-4-t-butyldimethylsilyloxy-2-cyclohexen-1-one react with activated dienophiles to form predominately (or sometimes exclusively) syn/endo products. These controlled [4+2] cycloadditions increase the asymmetric complexity from one asymmetric center in the starting material to five asymmetric centers in the products in a single step, and provide a powerful approach for the asymmetric synthesis of compounds containing the bicyclo[2.2.2]octanone carbon skeleton.
摘要
由（R）-4-叔丁基二甲基硅氧基-2-环己烯-1-酮衍生的1,3-二烯与活性亲双烯体反应，主要（或有时仅）形成顺式/内型产物。这些可控的[4+2]环加成反应在一步中使不对称复杂性从起始原料中的一个不对称中心增加到产物中的五个不对称中心，并为含有双环[2.2.2]辛酮碳骨架的化合物的不对称合成提供了一种强大的方法。
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