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.
journal_name
Chem Pharm Bull (Tokyo)journal_title
Chemical & pharmaceutical bulletinauthors
Li Z,Kumagai N,Shibasaki Mdoi
10.1248/cpb.c20-00130subject
Has Abstractpub_date
2020-01-01 00:00:00pages
552-554issue
6eissn
0009-2363issn
1347-5223journal_volume
68pub_type
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