Stevens Rearrangement of a Cyclic Hemiacetal System: Diastereoselective Approach to Chiral α-Amino Ketone

Manabu Harada, Takeshi Nakai, Katsuhiko Tomooka

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The base-promoted reaction of ammonium ylide 1a, which forms a cyclic hemiacetal structure, is shown to afford the anti-hemiacetal 3a in high diastereopurity, via the Stevens rearrangement followed by efficient thermodynamic epimerization.

Original languageEnglish
Pages (from-to)365-367
Number of pages3
JournalSynlett
Issue number2
DOIs
Publication statusPublished - Feb 2 2004

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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