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Mendeleev Communications, 2021, Volume 31, Issue 3, Pages 337–340
DOI: https://doi.org/10.1016/j.mencom.2021.04.018
(Mi mendc922)
 

This article is cited in 9 scientific papers (total in 9 papers)

Communications

Stereoselective arylthiolation of dehydroalanine in the NiII coordination environment: the stereoinductor of choice

O. A. Levitskiya, O. I. Aglamazovaa, A. V. Dmitrievaa, V. A. Soloshonokbc, H. Moriwakid, Yu. K. Grishina, T. V. Magdesievaa

a Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
b IKERBASQUE, Basque Foundation for Science, Bilbao, Spain
c Department of Organic Chemistry I, Faculty of Chemistry, University of Basque Country UPV/EHU, San Sebastian, Spain
d Hamari Chemical Ltd, Osaka, Japan
Abstract: Arylthiolation of new dehydroalanine NiII Schiff-base complex containing (S)-2-[N-(N′-2,3-dichlorobenzylprolyl)amino]-5-chlorobenzophenone auxiliary affords (S,R)-cysteine derivatives in high chemical yield (65–88%) and with excellent diastereoselectivity (de up to 91%), which significantly exceeds that for the commonly used analogue depriving of three chlorine atoms.
Keywords: stereoselective synthesis, chiral template, Schiff bases, nickel complexes, arylthiolation, sulfides, cysteine derivatives, Michael addition.
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (9.5 Mb)


Citation: O. A. Levitskiy, O. I. Aglamazova, A. V. Dmitrieva, V. A. Soloshonok, H. Moriwaki, Yu. K. Grishin, T. V. Magdesieva, “Stereoselective arylthiolation of dehydroalanine in the NiII coordination environment: the stereoinductor of choice”, Mendeleev Commun., 31:3 (2021), 337–340
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  • https://www.mathnet.ru/eng/mendc/v31/i3/p337
  • This publication is cited in the following 9 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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