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
Publication statusPublished - Feb 2 2004
Externally publishedYes

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Ketones
Ammonium Compounds
Thermodynamics

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Stevens Rearrangement of a Cyclic Hemiacetal System : Diastereoselective Approach to Chiral α-Amino Ketone. / Harada, Manabu; Nakai, Takeshi; Tomooka, Katsuhiko.

In: Synlett, No. 2, 02.02.2004, p. 365-367.

Research output: Contribution to journalArticle

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