Toward preparative resolution of chiral alcohols by an organic chemical method

Nino Malic; Cornelis Moorhoff; Valerie Sage; Dilek Saylik; Ching Teoh; Janet Scott; Christopher Strauss

doi:10.1039/b9nj00768g

Toward preparative resolution of chiral alcohols by an organic chemical method

Nino Malic, Cornelis Moorhoff, Valerie Sage, Dilek Saylik, Ching Teoh, Janet Scott, Christopher Strauss

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

2 Citations (Scopus)

Abstract

Asymmetric alcohols were resolved as 1-alpha-O-alkyl-2,3-unsaturated hexosides. After separation of diastereoisomers, the auxiliary and the enantiomeric alcohol were recovered by transglycosidation. Potential applications include resolution of labile secondary and tertiary alcohols, difficult by existing techniques, and enhancement of ees of chiral alcohols produced enzymatically or by synthetic catalytic methods.

Original language	English
Pages (from-to)	398 - 402
Number of pages	5
Journal	New Journal of Chemistry
Volume	34
Issue number	3
DOIs	https://doi.org/10.1039/b9nj00768g
Publication status	Published - 2010

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abstract = "Asymmetric alcohols were resolved as 1-alpha-O-alkyl-2,3-unsaturated hexosides. After separation of diastereoisomers, the auxiliary and the enantiomeric alcohol were recovered by transglycosidation. Potential applications include resolution of labile secondary and tertiary alcohols, difficult by existing techniques, and enhancement of ees of chiral alcohols produced enzymatically or by synthetic catalytic methods.",

author = "Nino Malic and Cornelis Moorhoff and Valerie Sage and Dilek Saylik and Ching Teoh and Janet Scott and Christopher Strauss",

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T1 - Toward preparative resolution of chiral alcohols by an organic chemical method

AU - Malic, Nino

AU - Moorhoff, Cornelis

AU - Sage, Valerie

AU - Saylik, Dilek

AU - Teoh, Ching

AU - Scott, Janet

AU - Strauss, Christopher

PY - 2010

Y1 - 2010

N2 - Asymmetric alcohols were resolved as 1-alpha-O-alkyl-2,3-unsaturated hexosides. After separation of diastereoisomers, the auxiliary and the enantiomeric alcohol were recovered by transglycosidation. Potential applications include resolution of labile secondary and tertiary alcohols, difficult by existing techniques, and enhancement of ees of chiral alcohols produced enzymatically or by synthetic catalytic methods.

AB - Asymmetric alcohols were resolved as 1-alpha-O-alkyl-2,3-unsaturated hexosides. After separation of diastereoisomers, the auxiliary and the enantiomeric alcohol were recovered by transglycosidation. Potential applications include resolution of labile secondary and tertiary alcohols, difficult by existing techniques, and enhancement of ees of chiral alcohols produced enzymatically or by synthetic catalytic methods.

UR - http://pubs.rsc.org.ezproxy.lib.monash.edu.au/en/content/articlepdf/2010/nj/b9nj00768g

U2 - 10.1039/b9nj00768g

DO - 10.1039/b9nj00768g

M3 - Article

SN - 1144-0546

VL - 34

SP - 398

EP - 402

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 3

ER -

Toward preparative resolution of chiral alcohols by an organic chemical method

Abstract

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