Synthesis of a chiral binaphthyldisulfide: A potentially useful reagent for catalytic asymmetric synthesis

Ken S. Feldman; Robert E. Ruckle; Susan M. Ensel; Paul H. Weinreb

doi:10.1016/S0040-4039(00)60846-8

Synthesis of a chiral binaphthyldisulfide: A potentially useful reagent for catalytic asymmetric synthesis

Ken S. Feldman, Robert E. Ruckle, Susan M. Ensel, Paul H. Weinreb

Chemistry

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

17 Scopus citations

Abstract

Diels Alder cycloaddition/oxygen-atom-extrusion provides the means to unite two naphthylene fragments and affords a highly functionalized, racemic binaphthyl iodide. Resolution of a derived thiol then furnishes, after appropriate manipulation, enantiomerically pure binaphthyldisulfide precatalysts.

Original language	English (US)
Pages (from-to)	7101-7102
Number of pages	2
Journal	Tetrahedron Letters
Volume	33
Issue number	47
DOIs	https://doi.org/10.1016/S0040-4039(00)60846-8
State	Published - Nov 17 1992

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)60846-8

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title = "Synthesis of a chiral binaphthyldisulfide: A potentially useful reagent for catalytic asymmetric synthesis",

abstract = "Diels Alder cycloaddition/oxygen-atom-extrusion provides the means to unite two naphthylene fragments and affords a highly functionalized, racemic binaphthyl iodide. Resolution of a derived thiol then furnishes, after appropriate manipulation, enantiomerically pure binaphthyldisulfide precatalysts.",

author = "Feldman, \{Ken S.\} and Ruckle, \{Robert E.\} and Ensel, \{Susan M.\} and Weinreb, \{Paul H.\}",

note = "Funding Information: Acknowledgement: We thank the NIH (GM37681) and the donors of the Petroleum Research Fund, administered by the American Chemical Society, for support of this research.",

year = "1992",

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doi = "10.1016/S0040-4039(00)60846-8",

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T1 - Synthesis of a chiral binaphthyldisulfide

T2 - A potentially useful reagent for catalytic asymmetric synthesis

AU - Feldman, Ken S.

AU - Ruckle, Robert E.

AU - Ensel, Susan M.

AU - Weinreb, Paul H.

N1 - Funding Information: Acknowledgement: We thank the NIH (GM37681) and the donors of the Petroleum Research Fund, administered by the American Chemical Society, for support of this research.

PY - 1992/11/17

Y1 - 1992/11/17

N2 - Diels Alder cycloaddition/oxygen-atom-extrusion provides the means to unite two naphthylene fragments and affords a highly functionalized, racemic binaphthyl iodide. Resolution of a derived thiol then furnishes, after appropriate manipulation, enantiomerically pure binaphthyldisulfide precatalysts.

AB - Diels Alder cycloaddition/oxygen-atom-extrusion provides the means to unite two naphthylene fragments and affords a highly functionalized, racemic binaphthyl iodide. Resolution of a derived thiol then furnishes, after appropriate manipulation, enantiomerically pure binaphthyldisulfide precatalysts.

UR - https://www.scopus.com/pages/publications/0026491187

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U2 - 10.1016/S0040-4039(00)60846-8

DO - 10.1016/S0040-4039(00)60846-8

M3 - Article

AN - SCOPUS:0026491187

SN - 0040-4039

VL - 33

SP - 7101

EP - 7102

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 47

ER -

Synthesis of a chiral binaphthyldisulfide: A potentially useful reagent for catalytic asymmetric synthesis

Abstract

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