Enantiomerically Pure Acetals in Organic Synthesis. 1. Chromatographic Separability of Furanoside and Pyranoside Acetals Derived from α-Hydroxy Esters

Eugene A. Mash; Jeffrey B. Arterburn; James A. Fryling; Susan H. Mitchell

doi:10.1021/jo00003a034

Enantiomerically Pure Acetals in Organic Synthesis. 1. Chromatographic Separability of Furanoside and Pyranoside Acetals Derived from α-Hydroxy Esters

Eugene A. Mash
, Jeffrey B. Arterburn
, James A. Fryling
, Susan H. Mitchell

Chemistry & Biochemistry - Sci

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

21 Scopus citations

Abstract

A general chromatographic separation of diastereomeric furanoside and pyranoside acetals derived from α-hydroxy esters is described. Application of this separation methodology is made to rapid syntheses of the diastereomers of (S)-methyl lactyl 4-deoxy-β-erythro-pentopyranoside.

Original language	English (US)
Pages (from-to)	1088-1093
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	56
Issue number	3
DOIs	https://doi.org/10.1021/jo00003a034
State	Published - Feb 1 1991

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo00003a034

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title = "Enantiomerically Pure Acetals in Organic Synthesis. 1. Chromatographic Separability of Furanoside and Pyranoside Acetals Derived from α-Hydroxy Esters",

abstract = "A general chromatographic separation of diastereomeric furanoside and pyranoside acetals derived from α-hydroxy esters is described. Application of this separation methodology is made to rapid syntheses of the diastereomers of (S)-methyl lactyl 4-deoxy-β-erythro-pentopyranoside.",

author = "Mash, \{Eugene A.\} and Arterburn, \{Jeffrey B.\} and Fryling, \{James A.\} and Mitchell, \{Susan H.\}",

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AU - Mash, Eugene A.

AU - Arterburn, Jeffrey B.

AU - Fryling, James A.

AU - Mitchell, Susan H.

PY - 1991/2/1

Y1 - 1991/2/1

N2 - A general chromatographic separation of diastereomeric furanoside and pyranoside acetals derived from α-hydroxy esters is described. Application of this separation methodology is made to rapid syntheses of the diastereomers of (S)-methyl lactyl 4-deoxy-β-erythro-pentopyranoside.

AB - A general chromatographic separation of diastereomeric furanoside and pyranoside acetals derived from α-hydroxy esters is described. Application of this separation methodology is made to rapid syntheses of the diastereomers of (S)-methyl lactyl 4-deoxy-β-erythro-pentopyranoside.

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UR - https://www.scopus.com/pages/publications/0000987240#tab=citedBy

U2 - 10.1021/jo00003a034

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SN - 0022-3263

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 3

ER -

Enantiomerically Pure Acetals in Organic Synthesis. 1. Chromatographic Separability of Furanoside and Pyranoside Acetals Derived from α-Hydroxy Esters

Abstract

ASJC Scopus subject areas

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