M. I. Pleshchev, V. V. Kachala, A. S. Goloveshkin, I. S. Bushmarinov, V. V. Kuznetsov, D. V. Khakimov, N. N. Makhova, “Unexpected regioselectivities of [3 + 2] cycloaddition of azomethine imines to acrylonitrile and 4-nitrophenyl vinyl sulfone”, Mendeleev Commun., 23:5 (2013), 271

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Mendeleev Communications, 2013, Volume 23, Issue 5, Pages 271–273
DOI: https://doi.org/10.1016/j.mencom.2013.09.011 (Mi mendc2686)

This article is cited in 25 scientific papers (total in 25 papers)

Communications

Unexpected regioselectivities of [3 + 2] cycloaddition of azomethine imines to acrylonitrile and 4-nitrophenyl vinyl sulfone

M. I. Pleshchev^a, V. V. Kachala^a, A. S. Goloveshkin^b, I. S. Bushmarinov^b, V. V. Kuznetsov^a, D. V. Khakimov^a, N. N. Makhova^a

^a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation

Full-text PDF (561 kB) Citations (25)

DOI: https://doi.org/10.1016/j.mencom.2013.09.011

Abstract: The [3 + 2] cycloaddition of azomethine imines derived from 6-aryl-1,5-diazabicyclo[3.1.0]hexanes to acrylonitrile and 4-nitrophenyl vinyl sulfone proceeds with high diastereoselectivity, but with opposite regioselectivity, which has been clarified by quantum chemical calculations.

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Document Type: Article

Language: English

Citation: M. I. Pleshchev, V. V. Kachala, A. S. Goloveshkin, I. S. Bushmarinov, V. V. Kuznetsov, D. V. Khakimov, N. N. Makhova, “Unexpected regioselectivities of [3 + 2] cycloaddition of azomethine imines to acrylonitrile and 4-nitrophenyl vinyl sulfone”, Mendeleev Commun., 23:5 (2013), 271–273

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https://www.mathnet.ru/eng/mendc2686

https://www.mathnet.ru/eng/mendc/v23/i5/p271

This publication is cited in the following 25 articles:

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