Unveiling the abnormal effect of temperature on enantioselectivity in the palladium-mediated decabonylative alkylation of MBH acetate-Reference-Cited by-同舟云学术

Unveiling the abnormal effect of temperature on enantioselectivity in the palladium-mediated decabonylative alkylation of MBH acetate

Published:2021 Issue:18 Volume:8 Page:5058-5063
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Zheng Xian-Zhou¹,Chen Kai¹²^ORCID,Xiao Jun-An³^ORCID,Li Jun¹,Wang Sha-Sha¹,Zhao Qing-Lan¹,Xiang Hao-Yue¹^ORCID,Chen Xiao-Qing¹^ORCID,Yang Hua¹^ORCID

Affiliation:

1. College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China

2. State Key Laboratory of Chemical Oncogenomics, Peking University Shenzhen Graduate School, Shenzhen 518055, P. R. China

3. College of Chemistry and Materials Science, Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001, P. R. China

Abstract

An unusual temperature–enantioselectivity relationship was observed in the newly developed palladium-catalysed enantioselective nucleophilic substitution of cyclic Morita–Baylis–Hillman acetate and 4,4,4-trifluoro-1-phenyl-1,3-butanedione.

Funder

National Natural Science Foundation of China

Central South University

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/QO/D1QO00782C

Reference53 articles.

1. Direct Catalytic Asymmetric Addition of Alkylnitriles to Aldehydes with Designed Nickel–Carbene Complexes

2. Unusual reversal of enantioselectivity in the asymmetric autocatalysis of pyrimidyl alkanol triggered by chiral aromatic alkanols and amines

3. Unexpected Inversions in Asymmetric Reactions: Reactions with Chiral Metal Complexes, Chiral Organocatalysts, and Heterogeneous Chiral Catalysts

4. Symmetry Breaking in Asymmetric Catalysis: Racemic Catalysis to Autocatalysis

5. Tuning Orbital Symmetry of Iridium Nitrenoid Enables Catalytic Diastereo- and Enantioselective Alkene Difunctionalizations

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