Acylative kinetic resolution of racemic methyl-substituted cyclic alkylamines with 2,5-dioxopyrrolidin-1-yl (R)-2-phenoxypropanoate-Reference-Cited by-同舟云学术

Acylative kinetic resolution of racemic methyl-substituted cyclic alkylamines with 2,5-dioxopyrrolidin-1-yl (R)-2-phenoxypropanoate

Published:2022 Issue:4 Volume:20 Page:862-869
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Gruzdev Dmitry A.¹^ORCID,Vakarov Sergey A.¹,Korolyova Marina A.¹^ORCID,Bartashevich Ekaterina V.²,Tumashov Andrey A.¹,Chulakov Evgeny N.¹,Ezhikova Marina A.¹,Kodess Mikhail I.¹^ORCID,Levit Galina L.¹^ORCID,Krasnov Victor P.¹^ORCID

Affiliation:

1. Postovsky Institute of Organic Synthesis of RAS (Ural Branch), 22/20 S. Kovalevskoy St, Ekaterinburg 620108, Russia

2. South Ural State University (National Research University), 76 Lenina Ave., Chelyabinsk 454080, Russia

Abstract

(R)-2-Phenoxypropanoate ester was efficient chiral resolving agent in acylative KR of racemic cyclic alkylamines; highest selectivity was observed for 2-methylpiperidine with predominant formation of (R,R)-amide, which was confirmed by DFT modelling.

Funder

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D1OB02099D

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