Total Synthesis of the Antiproliferative Macrolide (+)-Neopeltolide

被引：69
|
作者：
Guinchard, Xavier [1 ]
Roulland, Emmanuel [1 ]
机构：
[1] CNRS, Inst Chim Subst Nat, Ctr Rech, F-91198 Gif Sur Yvette, France
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 20期
关键词：
LEUCASCANDROLIDE-A; NEOPELTOLIDE; OXIDATION; SPONGE;
D O I：
10.1021/ol902047z
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A concise total synthesis of the very promising anti proliferative macrolide (+)-neopeltolide (1) has been performed in 16 steps. The main steps of this approach are a Ru-II-catalyzed alkyne-enal coupling, a Pd-0-catalyzed desulfurative cross-coupling, and a stereoselective In-III-catalyzed propargylation. Four stereogenic centers out of six have been set thanks to substrate-controlled diastereoselective reactions with minimal reliance on protecting groups.
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页码：4700 / 4703
页数：4
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