Synthesis of bicyclic fused carbocvcles via intramolecular dehydrative alkylation

Jurong Yu; Hyun Sung Cho; J. R. Falck

doi:10.1016/0040-4039(95)01853-A

Synthesis of bicyclic fused carbocvcles via intramolecular dehydrative alkylation

Jurong Yu, Hyun Sung Cho, J. R. Falck

Biochemistry

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

11 Scopus citations

Abstract

Intramolecular dehydrative alkylation of allylic alcohols affords fused bicyclic carbocycles. Attack at the γ-olefinic carbon (S_N) furnishes cis-ring fusions only irrespective of precursor stereochemistry, whereas addition to the α-carbon results in inversion of configuration.

Original language	English (US)
Pages (from-to)	8577-8580
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	47
DOIs	https://doi.org/10.1016/0040-4039(95)01853-A
State	Published - Nov 20 1995

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(95)01853-A

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title = "Synthesis of bicyclic fused carbocvcles via intramolecular dehydrative alkylation",

abstract = "Intramolecular dehydrative alkylation of allylic alcohols affords fused bicyclic carbocycles. Attack at the γ-olefinic carbon (SN) furnishes cis-ring fusions only irrespective of precursor stereochemistry, whereas addition to the α-carbon results in inversion of configuration.",

author = "Jurong Yu and Cho, {Hyun Sung} and Falck, {J. R.}",

note = "Funding Information: : Supported financially by the Robert A. Welch Foundation (I-782) and NIH",

year = "1995",

month = nov,

day = "20",

doi = "10.1016/0040-4039(95)01853-A",

language = "English (US)",

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T1 - Synthesis of bicyclic fused carbocvcles via intramolecular dehydrative alkylation

AU - Yu, Jurong

AU - Cho, Hyun Sung

AU - Falck, J. R.

N1 - Funding Information: : Supported financially by the Robert A. Welch Foundation (I-782) and NIH

PY - 1995/11/20

Y1 - 1995/11/20

N2 - Intramolecular dehydrative alkylation of allylic alcohols affords fused bicyclic carbocycles. Attack at the γ-olefinic carbon (SN) furnishes cis-ring fusions only irrespective of precursor stereochemistry, whereas addition to the α-carbon results in inversion of configuration.

AB - Intramolecular dehydrative alkylation of allylic alcohols affords fused bicyclic carbocycles. Attack at the γ-olefinic carbon (SN) furnishes cis-ring fusions only irrespective of precursor stereochemistry, whereas addition to the α-carbon results in inversion of configuration.

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U2 - 10.1016/0040-4039(95)01853-A

DO - 10.1016/0040-4039(95)01853-A

M3 - Article

AN - SCOPUS:0028811348

SN - 0040-4039

VL - 36

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EP - 8580

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 47

ER -

Synthesis of bicyclic fused carbocvcles via intramolecular dehydrative alkylation

Abstract

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