Synthesis of botryolide E, ophiocerins A, B and C from D-glucono-δ-lactone

被引：4
|
作者：
Zhou, Faling [1 ]
Liu, Xiaojing [1 ]
Jia, Yuanliang [1 ]
Hu, Yue [1 ]
Luo, Guiyin [1 ]
Chen, Xiaochuan [1 ]
机构：
[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China
来源：
TETRAHEDRON LETTERS | 2020年 / 61卷 / 23期
基金：
中国国家自然科学基金;
关键词：
Botryolide E; Ophiocerin; gamma-Lactone; Tetrahydropyran; STEREOSELECTIVE TOTAL-SYNTHESIS; METHYLENE-GAMMA-BUTYROLACTONES; CONCISE SYNTHESIS; ACID; BUTENOLIDES; DERIVATIVES; CONVERSION;
D O I：
10.1016/j.tetlet.2020.151960
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A concise synthesis of a chiral hexane-tetraol intermediate is achieved from D-glucono-delta-lactone in 6 steps featuring the successively selective deoxygenation. The versatile intermediate can be easily converted into the gamma-lactone compound botryolide E and tetrahydropyran derivative ophiocerins A-C respectively. In addition, the direct transformation of ophiocerin C to ophiocerins A and B by Mitsunobu reaction was studied for the first time. (C) 2020 Elsevier Ltd. All rights reserved.
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页数：4
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