A Strategy for Synthesis of Conduritols and Related Cyclitols via Stereodivergent Vinylsilane-Aldehyde Cyclizations

Matthias C. McIntosh; Steven M. Weinreb

doi:10.1021/jo00017a005

A Strategy for Synthesis of Conduritols and Related Cyclitols via Stereodivergent Vinylsilane-Aldehyde Cyclizations

Matthias C. McIntosh, Steven M. Weinreb

Chemistry

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

40 Scopus citations

Abstract

A novel stereospecific and stereodivergent cyclization of vinylsilane-aldehyde 10, derived from L-arabinose, has been used to prepare the scalemic protected conduritols 11 and 12.

Original language	English (US)
Pages (from-to)	5010-5012
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	56
Issue number	17
DOIs	https://doi.org/10.1021/jo00017a005
State	Published - Aug 1 1991

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo00017a005

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@article{57c0d17714bd412890216389756b4b58,

title = "A Strategy for Synthesis of Conduritols and Related Cyclitols via Stereodivergent Vinylsilane-Aldehyde Cyclizations",

abstract = "A novel stereospecific and stereodivergent cyclization of vinylsilane-aldehyde 10, derived from L-arabinose, has been used to prepare the scalemic protected conduritols 11 and 12.",

author = "McIntosh, \{Matthias C.\} and Weinreb, \{Steven M.\}",

year = "1991",

month = aug,

day = "1",

doi = "10.1021/jo00017a005",

language = "English (US)",

volume = "56",

pages = "5010--5012",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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T1 - A Strategy for Synthesis of Conduritols and Related Cyclitols via Stereodivergent Vinylsilane-Aldehyde Cyclizations

AU - McIntosh, Matthias C.

AU - Weinreb, Steven M.

PY - 1991/8/1

Y1 - 1991/8/1

N2 - A novel stereospecific and stereodivergent cyclization of vinylsilane-aldehyde 10, derived from L-arabinose, has been used to prepare the scalemic protected conduritols 11 and 12.

AB - A novel stereospecific and stereodivergent cyclization of vinylsilane-aldehyde 10, derived from L-arabinose, has been used to prepare the scalemic protected conduritols 11 and 12.

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U2 - 10.1021/jo00017a005

DO - 10.1021/jo00017a005

M3 - Article

AN - SCOPUS:0025744177

SN - 0022-3263

VL - 56

SP - 5010

EP - 5012

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 17

ER -

A Strategy for Synthesis of Conduritols and Related Cyclitols via Stereodivergent Vinylsilane-Aldehyde Cyclizations

Abstract

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