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

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

doi:10.1021/ja026292g

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

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

Research output: Contribution to journal › Article › peer-review

145 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 language	English
Pages (from-to)	6518-6519
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	124
Issue number	23
DOIs	https://doi.org/10.1021/ja026292g
Publication status	Published - 2002 Jun 12
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja026292g

Cite this

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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.",

author = "Takuya Kochi and Tang, \{Tony P.\} and Ellman, \{Jonathan A.\}",

year = "2002",

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AU - Kochi, Takuya

AU - Tang, Tony P.

AU - Ellman, Jonathan A.

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AB - 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.

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M3 - Article

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AN - SCOPUS:0037067015

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

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ER -

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

Abstract

ASJC Scopus subject areas

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