Asymmetric synthesis of syn- and anti-1,3-amino alcohols

Takuya Kochi, Tony P. Tang, Jonathan A. Ellman

Research output: Contribution to journalArticle

118 Citations (Scopus)

Abstract

The first application of metalloenamines derived from N-sulfinyl imines is reported for the highly diastereoselective addition to aldehydes. Reduction of the β-hydroxy-N-sulfinyl imine products with catecholborane and LiBHEt3 provides syn- and anti-1,3-amino alcohol derivatives, respectively, with very high diastereomeric ratios.

Original languageEnglish
Pages (from-to)6518-6519
Number of pages2
JournalJournal of the American Chemical Society
Volume124
Issue number23
DOIs
Publication statusPublished - 2002 Jun 12
Externally publishedYes

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Amino alcohols
Amino Alcohols
Imines
Aldehydes
Derivatives

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Asymmetric synthesis of syn- and anti-1,3-amino alcohols. / Kochi, Takuya; Tang, Tony P.; Ellman, Jonathan A.

In: Journal of the American Chemical Society, Vol. 124, No. 23, 12.06.2002, p. 6518-6519.

Research output: Contribution to journalArticle

Kochi, Takuya ; Tang, Tony P. ; Ellman, Jonathan A. / Asymmetric synthesis of syn- and anti-1,3-amino alcohols. In: Journal of the American Chemical Society. 2002 ; Vol. 124, No. 23. pp. 6518-6519.
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