First synthesis and determination of the absolute stereochemistry of iso-cladospolide-B and cladospolides-B and C

被引:30
作者
Sharma, G. V. M. [1 ]
Reddy, K. Laxmi [1 ]
Reddy, J. Janardhan [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem 3, Discovery Lab, Hyderabad 500007, Andhra Pradesh, India
关键词
aldol condensation; vic-Diol; Jacobsen's method; seco-acid; macrolactonisation;
D O I
10.1016/j.tetlet.2006.07.044
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of iso-cladospolide-B, cladospolide-B and cladospolide-C are reported with 4S,5S,11S-configuration. Of the three stereogenic centres, the C-4/C-5 vic-diol was created by Evans aldol condensation, while the C-11 stereocentre was created by Jacobsen's method. The synthesis of cladospolides 1-3 defined the absolute stereochemistry of these natural products. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6537 / 6540
页数:4
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