Progress towards the total synthesis of tedanolide:: an efficient assembly of the C1-C11 subunit

被引:27
作者
Loh, TP [1 ]
Feng, LC [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
关键词
D O I
10.1016/S0040-4039(01)01169-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The C-1-C-11 subunit of tedanolide was constructed using a boron-mediated syn aldol reaction as the key step to control the C-6 and C-7 stereocenters. Other features of this work include the asymmetric Sharpless dihydroxylation to incorporate the C-2, C-3 hydroxyl groups, selective protection of the hydroxyl group at C-2 as well as the usage of a tert-butyl ester to tolerate the attack of Grignard and enolate reagents. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6001 / 6005
页数:5
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