Asymmetric Synthesis of Spiro Tetrahydrothiophene-indan-1,3-diones via a Squaramide-Catalyzed Sulfa-Michael/Aldol Domino Reaction

被引：22

作者：

Mahajan, Suruchi ^{[1
]}

Chauhan, Pankaj ^{[1
]}

Bluemel, Marcus ^{[1
]}

Puttreddy, Rakesh ^{[2
]}

Rissanen, Kari ^{[2
]}

Raabe, Gerhard ^{[1
]}

Enders, Dieter ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany

[2] Univ Jyvaskyla, Nanosci Ctr, Dept Chem, Jyu 40014, Finland

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 08期

基金：

欧洲研究理事会;

关键词：

organocatalysis; domino reaction; asymmetric synthesis; spiro compound; squaramide; ENANTIOSELECTIVE SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; CONTIGUOUS STEREOCENTERS; CASCADE REACTIONS; TRISUBSTITUTED TETRAHYDROTHIOPHENES; SUBSTITUTED DISPIROCYCLOHEXANES; ORGANOCATALYTIC SYNTHESIS; CYCLOADDITION REACTIONS; ANNULATION STRATEGY; CONJUGATE ADDITION;

D O I：

10.1055/s-0035-1560412

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new asymmetric domino sulfa-Michael/aldol reaction of 2-arylidene-1,3-indandiones with 1,4-dithiane-2,5-diol catalyzed by a sub-mol% loading of a squaramide provides a direct access to tetrahydrothiophene bearing spiro indane-1,3-dione derivatives in excellent yields and good stereoselectivities.

引用

页码：1131 / 1138

页数：8

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