A concise enantioselective total synthesis of (+)-epi-muricatacin, using asymmetric hydrogenation/intramolecular iodoetherification as key steps

被引:27
作者
Kumaraswamy, Gullapalli [1 ]
Ramakrishna, Duggirala [1 ]
Santhakumar, Kondapalli [2 ]
机构
[1] Indian Inst Chem Technol, Organ Div 3, Hyderabad 500607, Andhra Pradesh, India
[2] Indian Inst Chem Technol, NMR Div, Hyderabad 500607, Andhra Pradesh, India
关键词
D-ISOASCORBIC ACIDS; GAMMA-LACTONES; ENANTIOPURE HYDROXYLACTONES; STEREOSELECTIVE-SYNTHESIS; TRANSFER HYDROGENATION; (-)-MURICATACIN; MURICATACIN; (+)-MURICATACIN; DIHYDROXYLATION; REARRANGEMENT;
D O I
10.1016/j.tetasy.2010.02.024
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A concise enantioselective total synthesis of (+)-epi-muricatacin, a potent cytotoxic agent, is described. A key feature of this protocol is a catalytic asymmetric hydrogenation and a chiral auxiliary mediated intramolecular iodoetherification to ensure a high degree of distereo- and enantiocontrol. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:544 / 548
页数:5
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