Addition of carbon nucleophiles to substituted N-acyliminium ions.: A stereoselective route to trans-fused decahydroquinoline systems

被引:14
|
作者
Maldaner, AO [1 ]
Pilli, RA [1 ]
机构
[1] UNICAMP, Inst Quim, BR-13083970 Campinas, SP, Brazil
基金
巴西圣保罗研究基金会;
关键词
N-acyliminium ions; metathesis; piperidinones; decahydroquinolines;
D O I
10.1016/S0040-4039(00)01362-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereoselective route to trans-fused 2-substituted decahydroquinoline hydrochloride 11 featuring the addition of allyl tri-n-butyltin to a disubstituted N-acyliminium ion derived from glutarimide, followed by ring-closing metathesis is described (seven steps, 13% overall yield from lactam 4). (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7843 / 7846
页数:4
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