THE TOTAL SYNTHESIS OF SWINHOLIDE-A .1. A STEREOCONTROLLED SYNTHESIS OF A C-19-C-32 SEGMENT

被引:57
作者
PATERSON, I
CUMMING, JG
WARD, RA
LAMBOLEY, S
机构
[1] University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
关键词
D O I
10.1016/0040-4020(95)00546-K
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The C-19-C-32 segment 10 of swinholide A was prepared in 15 steps (8% yield, 82% ds) from (+/-)-16. Key steps include (i) the Sharpless epoxidation, 16 --> 17, (ii) the acetal allylation, 15 --> 23, (iii) the anti aldol addition, 13 + 14 --> 12, and (iv) the alkene hydroboration, 30 --> 31.
引用
收藏
页码:9393 / 9412
页数:20
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