Chemoenzymatic synthesis of the carbasugars carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose from methyl benzoate

Derek Boyd; Narain Sharma; N.I. Bowers; G.B. Coen; John Malone; Colin O'Dowd; Paul Stevenson; Christopher Allen

doi:10.1039/b921545j

Chemoenzymatic synthesis of the carbasugars carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose from methyl benzoate

Derek Boyd, Narain Sharma, N.I. Bowers, G.B. Coen, John Malone, Colin O'Dowd, Paul Stevenson, Christopher Allen

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

16 Citations (Scopus)

Abstract

The cis-dihydrodiol metabolite from methyl benzoate has been used as a synthetic precursor of carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose. The structures and absolute configurations of these carbasugars were determined by a combination of NMR spectroscopy, stereochemical correlation and X-ray crystallography.

Original language	English
Pages (from-to)	1415-1423
Number of pages	9
Journal	Organic and Biomolecular Chemistry
Volume	8
Issue number	6
DOIs	https://doi.org/10.1039/b921545j
Publication status	Published - 21 Mar 2010

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Biochemistry

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abstract = "The cis-dihydrodiol metabolite from methyl benzoate has been used as a synthetic precursor of carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose. The structures and absolute configurations of these carbasugars were determined by a combination of NMR spectroscopy, stereochemical correlation and X-ray crystallography.",

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AU - Boyd, Derek

AU - Sharma, Narain

AU - Bowers, N.I.

AU - Coen, G.B.

AU - Malone, John

AU - O'Dowd, Colin

AU - Stevenson, Paul

AU - Allen, Christopher

PY - 2010/3/21

Y1 - 2010/3/21

N2 - The cis-dihydrodiol metabolite from methyl benzoate has been used as a synthetic precursor of carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose. The structures and absolute configurations of these carbasugars were determined by a combination of NMR spectroscopy, stereochemical correlation and X-ray crystallography.

AB - The cis-dihydrodiol metabolite from methyl benzoate has been used as a synthetic precursor of carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose. The structures and absolute configurations of these carbasugars were determined by a combination of NMR spectroscopy, stereochemical correlation and X-ray crystallography.

UR - https://www.scopus.com/pages/publications/77749344421

U2 - 10.1039/b921545j

DO - 10.1039/b921545j

M3 - Article

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JO - Organic and Biomolecular Chemistry

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ER -

Chemoenzymatic synthesis of the carbasugars carba-beta-L-galactopyranose, carba-beta-L-talopyranose and carba-alpha-L-talopyranose from methyl benzoate

Abstract

ASJC Scopus subject areas

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