Highly diastereoselective mercury-mediated synthesis of functionalized 2-azabicyclo[3.3.0]octane derivatives

被引：11

作者：

Peçanha, EP ^{[1
]}

Verli, H ^{[1
]}

Rodrigues, CR ^{[1
]}

Barreiro, EJ ^{[1
]}

Fraga, CAM ^{[1
]}

机构：

[1] Univ Fed Rio de Janeiro, Fac Farm, Lab Avaliacao & Sintese Subst Bioativas, BR-21944970 Rio De Janeiro, Brazil

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(02)00074-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this paper we described the synthesis of the cis-2-azabicyclo[3.3.0]octane derivative (5b) employing highly diastereoselective mercury(II)-mediated intramolecular amino-cyclization, followed by reductive demercuration of ethyl erythro-1-allyl-2-amino-1-cyclopentancarboxylate (7b). Molecular dynamic studies were performed in order to find a suitable explanation of the diastereoselectivity of azamercuration in comparison with corresponding oxymercuration process. (C) 2002 Elsevier Science Ltd All rights reserved.

引用

页码：1607 / 1611

页数：5

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