Synthesis of (-)-epibatidine

David A. Evans; Karl A. Scheidt; C. Wade Downey

doi:10.1021/ol016420q

Synthesis of (-)-epibatidine

David A. Evans^*, Karl A. Scheidt, C. Wade Downey

^*Corresponding author for this work

Chemistry

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

83 Scopus citations

Abstract

matrix presented The synthesis of (-)-epibatidine has been accomplished utilizing a highly exo-selective asymmetric hetero Diels-Alder reaction. The key steps employed to transform the resulting bicycle into the natural product include a fluoride-promoted fragmentation and a Hofmann rearrangement.

Original language	English (US)
Pages (from-to)	3009-3012
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	19
DOIs	https://doi.org/10.1021/ol016420q
State	Published - Sep 20 2001

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol016420q

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@article{508f23b34c5047a58187c0d1b687eb69,

title = "Synthesis of (-)-epibatidine",

abstract = "matrix presented The synthesis of (-)-epibatidine has been accomplished utilizing a highly exo-selective asymmetric hetero Diels-Alder reaction. The key steps employed to transform the resulting bicycle into the natural product include a fluoride-promoted fragmentation and a Hofmann rearrangement.",

author = "Evans, {David A.} and Scheidt, {Karl A.} and Downey, {C. Wade}",

year = "2001",

month = sep,

day = "20",

doi = "10.1021/ol016420q",

language = "English (US)",

volume = "3",

pages = "3009--3012",

journal = "Organic Letters",

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publisher = "American Chemical Society",

number = "19",

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TY - JOUR

T1 - Synthesis of (-)-epibatidine

AU - Evans, David A.

AU - Scheidt, Karl A.

AU - Downey, C. Wade

PY - 2001/9/20

Y1 - 2001/9/20

N2 - matrix presented The synthesis of (-)-epibatidine has been accomplished utilizing a highly exo-selective asymmetric hetero Diels-Alder reaction. The key steps employed to transform the resulting bicycle into the natural product include a fluoride-promoted fragmentation and a Hofmann rearrangement.

AB - matrix presented The synthesis of (-)-epibatidine has been accomplished utilizing a highly exo-selective asymmetric hetero Diels-Alder reaction. The key steps employed to transform the resulting bicycle into the natural product include a fluoride-promoted fragmentation and a Hofmann rearrangement.

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U2 - 10.1021/ol016420q

DO - 10.1021/ol016420q

M3 - Article

C2 - 11554830

AN - SCOPUS:0035922379

SN - 1523-7060

VL - 3

SP - 3009

EP - 3012

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -

Synthesis of (-)-epibatidine

Abstract

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