Stereoselective synthesis of thiaerythrinanes based on an α-amidoalkylation/RCM approach

被引:16
作者
Abdullah, Media Noori [1 ]
Arrasate, Sonia [1 ]
Lete, Esther [1 ]
Sotomayor, Nuria [1 ]
机构
[1] Univ Basque Country, Euskal Herriko Unibertsitatea, Fac Ciencia & Tecnol, Dept Quim Organ 2, Bilbao 48080, Spain
关键词
lithiation; lithium-halogen exchange; alpha-amidoalkylation; parham cyclisation; heterocycles; thiareythrinanes;
D O I
10.1016/j.tet.2007.11.053
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Parham cyclisation-intermolecular alpha-amidoalkylation and nucleophilic addition-intramolecular alpha-amidoalkylation sequences constitute diastereocomplementary routes to 1,10b-cis and trans thiazolo[4,3-a]isoquinolinones. These thiazolidinediones, that incorporate allyl groups at C-1 and C-10b, are efficient precursors of thiacrythrinanes by ring-closing metathesis reactions. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1323 / 1332
页数:10
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