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Efficient stereoselective synthesis of 5a-carba-α-L-mannopyranose starting from naturally abundant (−)-shikimic acid
Synthetic Communications ( IF 1.8 ) Pub Date : 2021-09-22 , DOI: 10.1080/00397911.2021.1975300
Xin-Liang Zhu 1 , Xian-Ru Liang 1 , Yong-Qiang Luo 1 , Lei Wang 1 , Xiao-Xin Shi 1
Affiliation  

Abstract

In this article, an efficient and practical stereoselective synthesis of 5a-carba-α-L-mannopyranose from naturally abundant (−)-shikimic acid is discussed. 5a-Carba-α-L-mannopyranose was synthesized via 11 steps in 43% overall yield starting from (−)-shikimic acid. The overall yield of the total synthesis is high, the reaction conditions for all steps are mild, the operation procedures of all steps are simple, and the reagents used in all steps are cheap and readily available.



中文翻译:

从天然丰富的 (-)-莽草酸开始高效立体选择性合成 5a-carba-α-L-吡喃甘露糖

摘要

在本文中,讨论了一种从天然丰富的 (-)-莽草酸中高效且实用的立体选择性合成 5a- carba -α- L-吡喃甘露糖。从 (-)-莽草酸开始,5a-Carba-α- L-吡喃甘露糖以 43% 的总产率通过 11 个步骤合成。全合成总收率高,各步骤反应条件温和,各步骤操作步骤简单,各步骤所用试剂价格便宜,易得。

更新日期:2021-11-08
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