化学
角鲨胺
迈克尔反应
对映选择合成
分子内力
亚甲基
酮
金鸡纳
催化作用
酒
苯甲醇
药物化学
有机化学
有机催化
作者
Eun Chae Son,Seung‐Yeon Kim,Sung‐Gon Kim
标识
DOI:10.1021/acs.joc.1c00715
摘要
Organocatalytic enantioselective intramolecular oxa-Michael reactions of benzyl alcohol bearing α,β-unsaturated carbonyls as Michael acceptors are presented herein. Using cinchona squaramide-based organocatalyst, enones as well as α,β-unsaturated esters containing benzyl alcohol provided their corresponding 1,3-dihydroisobenzofuranyl-1-methylene ketones and 1,3-dihydroisobenzofuranyl-1-methylene esters in excellent yields with high enantioselectivities. In addition, enantioenriched 1,3-dihydroisobenzofuranyl-1-methylene ketone could be obtained from the Wittig/oxa-Michael reaction cascade of 1,3-dihydro-2-benzofuran-1-ol.
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