Formal total synthesis of Palmerolide A

被引:10
作者
Jena, Bighnanshu K. [1 ]
Mohapatra, Debendra K. [1 ]
机构
[1] Indian Inst Chem Technol, CSIR, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India
关键词
Palmerolide A; Macrolide; Sharpless asymmetric dihydroxylation; Takai olefination; Ring-closing metathesis; RING-CLOSING METATHESIS; MARINE NATURAL-PRODUCT; SELECTIVE OXIDATION; SECONDARY ALCOHOLS; REVISED STRUCTURES; OLEFIN METATHESIS; A SYNTHESIS; FRAGMENT; RCM; ESTERIFICATION;
D O I
10.1016/j.tet.2015.06.036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereoselective formal total synthesis of the 20-membered marine macrolide Palmerolide A, a highly potent antitumor agent, is described. The key steps involved in this synthesis are reductive elimination, Sharpless asymmetric dihydroxylation, protecting group dependent ring-closing metathesis reaction, Sharpless asymmetric epoxidation, Takai olefination and macrolactonization via Heck coupling reaction. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5678 / 5692
页数:15
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