A polymer-supported C2-symmetric chiral auxiliary: Preparation of non-racemic 3,5-disubstituted-γ-butyrolactones

Hong sik Moon, Neil E. Schore, Mark J. Kurth

Research output: Contribution to journalArticle

84 Citations (Scopus)

Abstract

A polymer-bound "C2-symmetric" pyrrolidine-based auxiliary is reported and shown to serve an effective control element for a three-step process consisting of N-acylation, Cα-alkylation, and subsequent iodolactonization to deliver optically active 3,5-disubstituted-γ-butyrolactone.

Original languageEnglish (US)
Pages (from-to)8915-8918
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number48
DOIs
StatePublished - Nov 28 1994
Externally publishedYes

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Acylation
Alkylation
Polymers
pyrrolidine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A polymer-supported C2-symmetric chiral auxiliary : Preparation of non-racemic 3,5-disubstituted-γ-butyrolactones. / Moon, Hong sik; Schore, Neil E.; Kurth, Mark J.

In: Tetrahedron Letters, Vol. 35, No. 48, 28.11.1994, p. 8915-8918.

Research output: Contribution to journalArticle

Moon, Hong sik ; Schore, Neil E. ; Kurth, Mark J. / A polymer-supported C2-symmetric chiral auxiliary : Preparation of non-racemic 3,5-disubstituted-γ-butyrolactones. In: Tetrahedron Letters. 1994 ; Vol. 35, No. 48. pp. 8915-8918.
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