Tetrahedron letters2022，Vol.974.DOI:10.1016/j.tetlet.2022.153773

Asymmetric conjugate addition-cyclization of cyclohexane-1,2-dione with alkylidenemalononitriles using diaminomethylenemalononitrile organocatalyst

Matsushima, Yasuyuki Iino, Yuta Tsuruta, Yuka Nakashima, Kosuke Hirashima, Shin-ichi Miura, Tsuyoshi
Tetrahedron letters2022，Vol.974.DOI:10.1016/j.tetlet.2022.153773
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  • NSTL
  • Elsevier

Asymmetric conjugate addition-cyclization of cyclohexane-1,2-dione with alkylidenemalononitriles using diaminomethylenemalononitrile organocatalyst

Matsushima, Yasuyuki 1Iino, Yuta 1Tsuruta, Yuka 1Nakashima, Kosuke 1Hirashima, Shin-ichi 1Miura, Tsuyoshi1
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作者信息

  • 1. Tokyo Univ Pharm & Life Sci
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Abstract

A diaminomethylenemalononitrile organocatalyst efficiently promoted the asymmetric conjugate addition-cyclization of cyclohexane-1,2-dione with benzylidenemalononitriles, resulting in the corresponding 2-amino-8-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitriles in high yields with excellent enantioselectivities (up to 90% ee). Use of the novel diaminomethylenemalononitrile organocatalyst made it possible to obtain the desired products with higher enantioselectivities compared with the previous reports.(c) 2022 Elsevier Ltd. All rights reserved.

Key words

Organocatalyst/Asymmetric conjugate addition/Cyclohexane-1/2-dione/Benzylidenemalononitrile/Cyclization/ENANTIOSELECTIVE SYNTHESIS/STEREOSELECTIVE-SYNTHESIS/MICHAEL ADDITION/DISCOVERY/4-ARYL-4H-CHROMENES/CONSTRUCTION/DERIVATIVES/CASCADE/SERIES/ASSAY

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN：0040-4039
被引量6
参考文献量38
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