Modified proline auxiliaries for selective addition of organocerium reagents to hydrazones

Theodor Weber, James P. Edwards, Scott E. Denmark

Research output: Contribution to journalArticlepeer-review

Abstract

A series of proline-derived hydrazines has been prepared and the reactions of their corresponding hydrazones with organocerium reagents have been examined. All of the hydrazones underwent smooth additions but the diastereoselectivity varied with the nature of the side chain. The (S)-1-anuno-2-(2-methoxyethoxymethyl)pyrrolidine (SAMEMP) gave the highest selectrvities overall for various nucleophiles.

Original languageEnglish (US)
Pages (from-to)20-22
Number of pages3
JournalSynlett
Volume1989
Issue number1
DOIs
StatePublished - Sep 1989

ASJC Scopus subject areas

  • Organic Chemistry

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