6-ENDO-TRIG RADICAL CYCLIZATIONS - SYNTHETIC APPROACHES TO THE A-B-RING OF (+/-)-FORSKOLIN

被引:11
作者
ANIES, C [1 ]
BILLOT, L [1 ]
LALLEMAND, JY [1 ]
PANCRAZI, A [1 ]
机构
[1] ECOLE POLYTECH,DCSO,CNRS,SYNTH ORGAN LAB,F-91128 PALAISEAU,FRANCE
关键词
D O I
10.1016/0040-4039(95)01498-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In a synthetic approach to forskolin 1, a 6-endo-trig radical cyclisation was performed on propargylic derivative 12 to furnish in 60% yield compound 17 which contains the A-B ring system of forskolin. In the same way yn-one 14 submitted to Bu(3)SnH gave the expected cyclised product 19 in 55% yield A particular 5-exo-dig cyclisation took place, leading to compound 18 in 10% yield, when silylated propargylic alcohol 13 was treated under the sane conditions.
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页码:7247 / 7250
页数:4
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