Catalytic Asymmetric 1,3-Dipolar Cycloaddition of α,β-Unsaturated Amide and Azomethine Imine.

Abstract:

:α,β-Unsaturated amides were incorporated as viable dipolarophiles in a catalytic asymmetric 1,3-dipolar cycloaddition of azomethine imines. The use of a 7-azaindoline auxiliary was essential to acquire sufficient reactivity with excellent diastereoselectivity, likely due to the chelating activation of the amide by the In(III)/bishydroxamic acid complex. Although the enantioselectivity remains unsatisfactory, this work is an important step toward the development of an asymmetric catalysis utilizing stable and low-reactive substrates.

authors

Li Z,Kumagai N,Shibasaki M

doi

10.1248/cpb.c20-00130

subject

Has Abstract

pub_date

2020-01-01 00:00:00

pages

552-554

issue

6

eissn

0009-2363

issn

1347-5223

journal_volume

68

pub_type

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