Asymmetric α-Amination Reaction of Alkenoate Cyclic Esters Catalyzed by Chiral Tin Alkoxides-Reference-Cited by-同舟云学术

Asymmetric α-Amination Reaction of Alkenoate Cyclic Esters Catalyzed by Chiral Tin Alkoxides

Published:2019-03-04 Issue:06 Volume:30 Page:738-742
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Yanagisawa Akira¹,Yamashita Yoshiki,Uchiyama Chika,Nakano Ryuta,Horiguchi Moe,Ida Kazuki

Affiliation:

1. Soft Molecular Activation Research Center, Molecular Chirality Research Center, Department of Chemistry, Graduate School of Science, Chiba University

Abstract

A catalytic enantioselective α-amination reaction of alkenoate cyclic esters with dialkyl azodicarboxylates was achieved by using a 3,3′-di(1-naphthyl)-substituted (R)-BINOL–dibromostannane complex as a chiral precatalyst in the presence of a sodium alkoxide and an alcohol. Optically active α-hydrazino ketones were obtained in moderate to high yields and with up to 91% ee in the presence of the chiral tin alkoxide generated in situ.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0037-1612278.pdf

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