缩醛立体化学对其还原裂解过程的意外影响。
An unexpected effect of acetal stereochemistry on the course of its reductive cleavage.
作者信息
Wenzler Marta E, Sulikowski Gary A
机构信息
Department of Chemistry, Institute of Chemical Biology, Vanderbilt University, Nashville, TN 77842-3012, U.S.A.
出版信息
Tetrahedron Lett. 2016 Jul 27;57(30):3254-3255. doi: 10.1016/j.tetlet.2016.06.067. Epub 2016 Jun 16.
Abstract
Alternate routes to the BC spirocycle of 'upenamide starting from Diels-Alder adduct are described. Key to utilizing in a synthesis of 'upenamide is the differentiation of three functionalized carbons by either oxidation or protection state. A surprising effect of acetal stereochemistry on reaction course was observed and rationalized.
摘要
描述了从狄尔斯-阿尔德加成物出发合成“乌本酰胺”的BC螺环的替代路线。在“乌本酰胺”合成中使用的关键在于通过氧化或保护状态区分三个官能化碳。观察到并合理解释了缩醛立体化学对反应过程的惊人影响。
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