毒蛙生物碱251O和反式-223B的高效对映体和非对映体发散合成。
Efficient enantio- and diastereodivergent synthesis of poison-frog alkaloids 251O and trans-223B.
作者信息
Toyooka Naoki, Zhou Dejun, Nemoto Hideo, Tezuka Yasuhiro, Kadota Shigetoshi, Andriamaharavo Nirina R, Garraffo H Martin, Spande Thomas F, Daly John W
机构信息
Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, Sugitani 2630, Toyama 930-0194, Japan.
出版信息
J Org Chem. 2009 Sep 4;74(17):6784-91. doi: 10.1021/jo901100m.
Abstract
An efficient and flexible synthesis of poison-frog alkaloids 251O and trans-223B has been achieved by using for both alkaloids an enantiodivergent process starting from the common lactam 1. The relative stereochemistry of 251O and trans-223B was determined to be 7 (R = n-C(7)H(15), R' = n-Pr) and 14 by the present enantioselective synthesis.
摘要
通过从共同的内酰胺1开始采用对映发散过程，实现了对毒蛙生物碱251O和反式-223B的高效且灵活的合成。通过目前的对映选择性合成，确定251O和反式-223B的相对立体化学结构分别为7（R = 正庚基，R' = 正丙基）和14。
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