Total synthesis of Z-isomer of phomolide B

被引:27
作者
Mohapatra, Debendra K. [1 ]
Reddy, D. Prabhakar [1 ]
Dash, Uttam [1 ]
Yadav, J. S. [1 ]
机构
[1] Indian Inst Chem Technol CSIR, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
Phomolide B; Decanolides; Sharpless asymmetric epoxidation; Yamaguchi esterification; Ring-closing metathesis; RING-CLOSING METATHESIS; 1ST TOTAL-SYNTHESIS; STEREOSELECTIVE TOTAL-SYNTHESIS; LACTONE HERBARUMIN-III; OLEFIN METATHESIS; STAGONOSPORA-CIRSII; CHOLESTEROL-BIOSYNTHESIS; POTENTIAL MYCOHERBICIDE; ABSOLUTE-CONFIGURATION; 10-MEMBERED MACROLIDES;
D O I
10.1016/j.tetlet.2010.11.003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have achieved the synthesis of Z-isomer of phomolide B during our investigation toward the effect of protecting group on the outcome of ring-closing metathesis reaction. The other key reactions involved are cis-selective partial hydrogenation. Sharpless asymmetric epoxidation, Yamaguchi esteritication, and following 12 longest linear sequence with 18.5% overall yield starting from a known intermediate 20. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:151 / 154
页数:4
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