Synthesis of Novel Vicinal Coumarin- and Oxindole-Functionalized Dispiropyrrolidines and Dispiropyrrolizidines via [3+2]-Cycloaddition Reactions

被引：17

作者：

Bakthadoss, Manickam ^{[1
]}

Kannan, Damodharan ^{[1
]}

Sivakumar, Govindan ^{[1
]}

机构：

[1] Univ Madras, Dept Organ Chem, Madras 600025, Tamil Nadu, India

来源：

SYNTHESIS-STUTTGART | 2012年 / 44卷 / 05期

关键词：

coumarins; oxindoles; Baylis-Hillman adducts; dispiropyrrolidines; dispiropyrrolizidines; stereoselectivity; BAYLIS-HILLMAN REACTION; AZOMETHINE YLIDES; DERIVATIVES; INHIBITORS; CYCLOADDITION; FRAMEWORKS; AMINES; AGENTS;

D O I：

10.1055/s-0031-1289704

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of novel vicinal coumarin-and oxindole-functionalized dispiropyrrolidines and dispiropyrrolizidines containing three and four contiguous stereogenic centers, respectively, has been accomplished in excellent yields and with high regio- and stereoselectivity. The dispiro compounds are obtained via [3+2]-cycloaddition reactions between (E)-3-benzylidenechroman-2-one and the adduct generated from isatin and N-methylglycine or L-proline.

引用

页码：793 / 799

页数：7

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