O-nitroso aldol synthesis: Catalytic enantioselective route to α-aminooxy carbonyl compounds via enamine intermediate

Norie Momiyama, Hiromi Torii, Susumu Saito, Hisashi Yamamoto

Research output: Contribution to journalArticlepeer-review

157 Citations (Scopus)

Abstract

The approach using pyrrolidine enamine as substrate has been studied for this synthesis, and an important catalyst structural feature has been developed. After survey of pyrrolidine-based Brønsted acid catalyst, tetrazole catalyst (3f) was found to be optimal in synthesis of aminooxy carbonyl compounds in high yields, with complete enantioselectivity not only for aldehydes but also for ketones.

Original languageEnglish
Pages (from-to)5374-5378
Number of pages5
JournalProceedings of the National Academy of Sciences of the United States of America
Volume101
Issue number15
DOIs
Publication statusPublished - 2004 Apr 13

ASJC Scopus subject areas

  • General

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