Stereospecific Glycosylation via Ferrier Rearrangement for Optical Resolution

Bimal K. Banik; Maghar S. Manhas; Ajay K. Bose

doi:10.1021/jo00096a004

Stereospecific Glycosylation via Ferrier Rearrangement for Optical Resolution

Bimal K. Banik, Maghar S. Manhas, Ajay K. Bose

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

84 Scopus citations

Abstract

Diastereospecific glycosylation of racemic alcohols by reaction with suitable glycal derivatives in the presence of iodine provides easy access to both enantiomers as illustrated by the preparation of an optically pure α-hydroxy β-lactam that is an intermediate for the semisynthesis of taxol.

Original language	English
Pages (from-to)	4714-4716
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	59
Issue number	17
DOIs	https://doi.org/10.1021/jo00096a004
State	Published - 1 Aug 1994
Externally published	Yes

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@article{0a0d5d8fe63d4aaf9d00e8cc8f96e9ea,

title = "Stereospecific Glycosylation via Ferrier Rearrangement for Optical Resolution",

abstract = "Diastereospecific glycosylation of racemic alcohols by reaction with suitable glycal derivatives in the presence of iodine provides easy access to both enantiomers as illustrated by the preparation of an optically pure α-hydroxy β-lactam that is an intermediate for the semisynthesis of taxol.",

author = "Banik, {Bimal K.} and Manhas, {Maghar S.} and Bose, {Ajay K.}",

year = "1994",

month = aug,

day = "1",

doi = "10.1021/jo00096a004",

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volume = "59",

pages = "4714--4716",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

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T1 - Stereospecific Glycosylation via Ferrier Rearrangement for Optical Resolution

AU - Banik, Bimal K.

AU - Manhas, Maghar S.

AU - Bose, Ajay K.

PY - 1994/8/1

Y1 - 1994/8/1

N2 - Diastereospecific glycosylation of racemic alcohols by reaction with suitable glycal derivatives in the presence of iodine provides easy access to both enantiomers as illustrated by the preparation of an optically pure α-hydroxy β-lactam that is an intermediate for the semisynthesis of taxol.

AB - Diastereospecific glycosylation of racemic alcohols by reaction with suitable glycal derivatives in the presence of iodine provides easy access to both enantiomers as illustrated by the preparation of an optically pure α-hydroxy β-lactam that is an intermediate for the semisynthesis of taxol.

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U2 - 10.1021/jo00096a004

DO - 10.1021/jo00096a004

M3 - Artículo

SN - 0022-3263

VL - 59

SP - 4714

EP - 4716

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 17

ER -

Stereospecific Glycosylation via Ferrier Rearrangement for Optical Resolution

Abstract

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