Total Synthesis of (±)-Clavilactones A, B, and Proposed D through Iron-Catalyzed Carbonylation-Peroxidation of Olefin

被引：74
|
作者：
Lv, Leiyang [1 ]
Shen, Baojian [2 ]
Li, Zhiping [1 ]
机构：
[1] Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China
[2] China Univ Petr, State Key Lab Heavy Oil Proc, Beijing 102249, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 16期
基金：
美国国家科学基金会;
关键词：
carbonylation-peroxidation; clavilactone; epoxides; iron catalysis; natural product synthesis; PROTEIN-TYROSINE KINASES; CROSS-COUPLING REACTIONS; NATURAL-PRODUCT; CLOSING METATHESIS; ARYNES; ALPHA; BETA-EPOXY-GAMMA-BUTYROLACTONES; (+/-)-BIPINNATIN-J;
D O I：
10.1002/anie.201400326
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Biologically significant clavilactones A, B, and the previously proposed D have been synthesized through iron-catalyzed carbonylation-peroxidation of a 1,5-diene. Three steps from aldehydes, alkenes, and tert-butylhydroperoxide build up alpha,beta-epoxy-gamma-butyrolactone skeleton as a key building block for synthesis of clavilactone family and its derivatives. Based on our results, the structure of the proposed clavilactone D is not correct and requires revision.
引用
收藏
页码：4164 / 4167
页数：4
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