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
收藏
页码：1131 / 1138
页数：8
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