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

Эта публикация цитируется в 8 статьях

Communications

Stereoselective arylthiolation of dehydroalanine in the Ni^II coordination environment: the stereoinductor of choice

O. A. Levitskiy^a, O. I. Aglamazova^a, A. V. Dmitrieva^a, V. A. Soloshonok^bc, H. Moriwaki^d, Yu. K. Grishin^a, T. V. Magdesieva^a

^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

Аннотация: Arylthiolation of new dehydroalanine Ni^II 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.

Ключевые слова: stereoselective synthesis, chiral template, Schiff bases, nickel complexes, arylthiolation, sulfides, cysteine derivatives, Michael addition.

Язык публикации: английский

DOI: 10.1016/j.mencom.2021.04.018

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