The use of pH to influence regio- and chemoselectivity in the asymmetric aminohydroxylation of styrenes

Vitaliy Nesterenko; Joshua T. Byers; Paul J. Hergenrother

doi:10.1021/ol027242j

The use of pH to influence regio- and chemoselectivity in the asymmetric aminohydroxylation of styrenes

Vitaliy Nesterenko, Joshua T. Byers, Paul J. Hergenrother

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

Abstract

(Matrix presented) The pH-controlled Sharpless asymmetric aminohydroxylation (AA) of styrenes provides 1-aryl-2-amino ethanols (regioisomer E enantio-, chemo-, and regioselectivity. As existing AA protocols typically give regioisomer A as the major reaction product when usin nitrogen sources, this method is a convenient alternative for the selective production of regioisomer B.

Original language	English (US)
Pages (from-to)	281-284
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	3
DOIs	https://doi.org/10.1021/ol027242j
State	Published - Feb 6 2003

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol027242j

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abstract = "(Matrix presented) The pH-controlled Sharpless asymmetric aminohydroxylation (AA) of styrenes provides 1-aryl-2-amino ethanols (regioisomer E enantio-, chemo-, and regioselectivity. As existing AA protocols typically give regioisomer A as the major reaction product when usin nitrogen sources, this method is a convenient alternative for the selective production of regioisomer B.",

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AB - (Matrix presented) The pH-controlled Sharpless asymmetric aminohydroxylation (AA) of styrenes provides 1-aryl-2-amino ethanols (regioisomer E enantio-, chemo-, and regioselectivity. As existing AA protocols typically give regioisomer A as the major reaction product when usin nitrogen sources, this method is a convenient alternative for the selective production of regioisomer B.

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The use of pH to influence regio- and chemoselectivity in the asymmetric aminohydroxylation of styrenes

Abstract

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