Application of Rh-catalyzed cyclization for the construction of three consecutive chiral carbons in 4,9-dimethylspiro[4.4]nonane-2,7-dione

被引：16

作者：

Takahashi, M ^{[1
]}

Tanaka, M ^{[1
]}

Sakamoto, E ^{[1
]}

Imai, M ^{[1
]}

Matsui, A ^{[1
]}

Funakoshi, K ^{[1
]}

Sakai, K ^{[1
]}

Suemune, H ^{[1
]}

机构：

[1] Kyushu Univ, Grad Sch Pharmaceut Sci, Fukuoka 8128582, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 41期

关键词：

cyclization; spiro compounds; rhodium; asymmetric reactions;

D O I：

10.1016/S0040-4039(00)01315-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric cyclization using Rh-complexes has been applied to the synthesis of 4,9-dimethylspiro[4.4]nonane-2,7-diones. The spiro[4.4]nonane skeleton bearing three consecutive chiral carbons could be stepwisely constructed from an identical starting material by the combination of a cationic Rh[(S)BINAP]ClO4 and a neutral RhCl(PPh3)(3). The relationship between the stereochemistry of the spirodiketones and the Rh-complex was also discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：7879 / 7883

页数：5

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