Stereoselective synthesis of (±)-urechitol A employing [4+3] cycloaddition

被引:5
|
作者
Sumiya, Tatsunobu [1 ,2 ]
Ishigami, Ken [2 ]
Watanabe, Hidenori [2 ]
机构
[1] Kyorin Pharmaceut Co Ltd, Watarase Res Ctr, 1848 Nogi, Nogi, Tochigi 3290114, Japan
[2] Univ Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, 1-1-1 Yayoi, Tokyo 1138657, Japan
关键词
Urechitol A; Cycloaddition; Epoxides; Natural products; Total synthesis;
D O I
10.1016/j.tet.2016.09.026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Urechitol A was synthesized as a racemate employing a [4+3] cycloaddition reaction and a methanol assisted intramolecular epoxide opening as key steps for efficient construction of the core tricyclic framework. The overall yield was 2.4% over 12 steps. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6982 / 6987
页数:6
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