Auxiliary-Based, Asymmetric SN2' Reactions: A Case of 1,7-Relative Stereogenesis

Scott E. Denmark, Lyndon K. Marble

Research output: Contribution to journalArticle

Abstract

The asymmetric SN2' substitution of chiral carbamates derived from an achiral allylic alcohol has been developed. Using optically active amines as auxiliaries, the reaction has been optimized to give up to 92% ee with an SN2'/SN2 ratio of >100:1 with various copper reagents.

Original languageEnglish (US)
Pages (from-to)1984-1986
Number of pages3
JournalJournal of Organic Chemistry
Volume55
Issue number7
DOIs
StatePublished - Jan 1 1990

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Carbamates
Amines
Copper
Substitution reactions
allyl alcohol

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Auxiliary-Based, Asymmetric SN2' Reactions : A Case of 1,7-Relative Stereogenesis. / Denmark, Scott E.; Marble, Lyndon K.

In: Journal of Organic Chemistry, Vol. 55, No. 7, 01.01.1990, p. 1984-1986.

Research output: Contribution to journalArticle

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