The first stereo selective total synthesis of (3R),(5R)-5-hydroxy-de-O-methyllasiodiplodin and its epimer via a RCM protocol

被引:19
作者
Yadav, J. S. [1 ]
Das, Saibal [1 ]
Reddy, J. Satyanarayana [1 ]
Thrimurtulu, N. [1 ]
Prasad, A. R. [1 ]
机构
[1] Indian Inst Chem Technol, CSIR, Organ Div 1, Hyderabad 500607, Andhra Pradesh, India
关键词
RING-CLOSING-METATHESIS; CATALYTIC SODIUM TETRAHYDROBORATE; CHELATION-CONTROLLED REDUCTION; DIMETHYL SULFIDE COMPLEX; STEREOSELECTIVE SYNTHESIS; LASIODIPLODIA-THEOBROMAE; EFFICIENT SYNTHESIS; APICULAREN-A; PALLADIUM; ACID;
D O I
10.1016/j.tetlet.2010.05.115
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of (3R),(5R)-5-hydroxy-de-O-methyllasiodiplodin and its epimer is reported from malic acid. The adopted approach is highly convergent and stereoselective. The strategy utilizes syn selective reduction and ring-closing metathesis as key steps. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4050 / 4052
页数:3
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