An intramolecular Pauson-Khand approach to the synthesis of chiral cyclopentadienes

Ramon Rios; Albert Moyano; Miquel A. Pericàs

doi:10.1016/S0040-4039(01)02328-0

An intramolecular Pauson-Khand approach to the synthesis of chiral cyclopentadienes

Ramon Rios, Albert Moyano, Miquel A. Pericàs

Chemistry

Universitat de Barcelona

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

14 Scopus citations

Abstract

A procedure for the synthesis of chirally-substituted cyclopentadienes has been developed by employing the intramolecular Pauson-Khand reaction of chiral amides derived from 8-nonen-2-ynoic acid. Hydride-mediated reduction of the resulting cyclopentenone adducts followed by acid-catalysed dehydration leads to the formation of the corresponding cyclopentadienes in good overall yield.

Original language	British English
Pages (from-to)	1023-1026
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	6
DOIs	https://doi.org/10.1016/S0040-4039(01)02328-0
State	Published - 4 Feb 2002

Keywords

Cyclopentadienes
Cyclopentenones
Pauson-Khand reactions

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10.1016/S0040-4039(01)02328-0

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title = "An intramolecular Pauson-Khand approach to the synthesis of chiral cyclopentadienes",

abstract = "A procedure for the synthesis of chirally-substituted cyclopentadienes has been developed by employing the intramolecular Pauson-Khand reaction of chiral amides derived from 8-nonen-2-ynoic acid. Hydride-mediated reduction of the resulting cyclopentenone adducts followed by acid-catalysed dehydration leads to the formation of the corresponding cyclopentadienes in good overall yield.",

keywords = "Cyclopentadienes, Cyclopentenones, Pauson-Khand reactions",

author = "Ramon Rios and Albert Moyano and Peric{\`a}s, {Miquel A.}",

note = "Funding Information: We are grateful to DGI/DGES (grants BQU2000-0648 and PB96-0376) for financial support. R.R. thanks the Ministerio de Educaci{\'o}n y Cultura for a pre-doctoral fellowship.",

year = "2002",

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doi = "10.1016/S0040-4039(01)02328-0",

language = "British English",

volume = "43",

pages = "1023--1026",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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TY - JOUR

T1 - An intramolecular Pauson-Khand approach to the synthesis of chiral cyclopentadienes

AU - Rios, Ramon

AU - Moyano, Albert

AU - Pericàs, Miquel A.

N1 - Funding Information: We are grateful to DGI/DGES (grants BQU2000-0648 and PB96-0376) for financial support. R.R. thanks the Ministerio de Educación y Cultura for a pre-doctoral fellowship.

PY - 2002/2/4

Y1 - 2002/2/4

N2 - A procedure for the synthesis of chirally-substituted cyclopentadienes has been developed by employing the intramolecular Pauson-Khand reaction of chiral amides derived from 8-nonen-2-ynoic acid. Hydride-mediated reduction of the resulting cyclopentenone adducts followed by acid-catalysed dehydration leads to the formation of the corresponding cyclopentadienes in good overall yield.

AB - A procedure for the synthesis of chirally-substituted cyclopentadienes has been developed by employing the intramolecular Pauson-Khand reaction of chiral amides derived from 8-nonen-2-ynoic acid. Hydride-mediated reduction of the resulting cyclopentenone adducts followed by acid-catalysed dehydration leads to the formation of the corresponding cyclopentadienes in good overall yield.

KW - Cyclopentadienes

KW - Cyclopentenones

KW - Pauson-Khand reactions

UR - http://www.scopus.com/inward/record.url?scp=0037016950&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(01)02328-0

DO - 10.1016/S0040-4039(01)02328-0

M3 - Article

AN - SCOPUS:0037016950

SN - 0040-4039

VL - 43

SP - 1023

EP - 1026

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

ER -

An intramolecular Pauson-Khand approach to the synthesis of chiral cyclopentadienes

Abstract

Keywords

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