β-Amino alcohols from amino acids

Chelation control via schiff bases.

Robin L Polt, Matt A. Peterson

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

Sequential addition of iBu2AIH and RLi or RMgX to Schiff base esters derived from amino acids provides a simple route to β-amino alcohols. The reaction procedes without racemization, and with high threo selectivity. Several representative sphingosines are synthesized.

Original languageEnglish (US)
Pages (from-to)4985-4986
Number of pages2
JournalTetrahedron Letters
Volume31
Issue number35
DOIs
StatePublished - 1990

Fingerprint

Amino Alcohols
Sphingosine
Schiff Bases
Chelation
Esters
Amino Acids

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

β-Amino alcohols from amino acids : Chelation control via schiff bases. / Polt, Robin L; Peterson, Matt A.

In: Tetrahedron Letters, Vol. 31, No. 35, 1990, p. 4985-4986.

Research output: Contribution to journalArticle

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