Iridium complex-catalyzed enantioselective intramolecular [4+2] cycloaddition of dieneynes

Takanori Shibata; Koji Takasaku; Yuri Takesue; Naohito Hirata; Kentaro Takagi

doi:10.1055/s-2002-34217

Iridium complex-catalyzed enantioselective intramolecular [4+2] cycloaddition of dieneynes

Takanori Shibata^*, Koji Takasaku, Yuri Takesue, Naohito Hirata, Kentaro Takagi

^*Corresponding author for this work

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

42 Citations (Scopus)

Abstract

A catalytic and highly enantioselective intramolecular [4+2] cycloaddition of dieneynes was achieved by use of chiral iridium complex prepared in situ from [IrCl(cod)]₂ and BDPP [2,4-bis(diphenylphosphino)pentane]. The reaction proceeded in refluxed tert-butyl acetate to give chiral cyclohexa-1,4-dienes in very high enantiomeric excess.

Original language	English
Pages (from-to)	1681-1682
Number of pages	2
Journal	Synlett
Issue number	10
DOIs	https://doi.org/10.1055/s-2002-34217
Publication status	Published - 2002 Jan 1
Externally published	Yes

Keywords

Catalysis
Chiral auxiliaries
Cycloadditions
Diels-Alder reactions
Iridium

ASJC Scopus subject areas

Organic Chemistry

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abstract = "A catalytic and highly enantioselective intramolecular [4+2] cycloaddition of dieneynes was achieved by use of chiral iridium complex prepared in situ from [IrCl(cod)]2 and BDPP [2,4-bis(diphenylphosphino)pentane]. The reaction proceeded in refluxed tert-butyl acetate to give chiral cyclohexa-1,4-dienes in very high enantiomeric excess.",

keywords = "Catalysis, Chiral auxiliaries, Cycloadditions, Diels-Alder reactions, Iridium",

author = "Takanori Shibata and Koji Takasaku and Yuri Takesue and Naohito Hirata and Kentaro Takagi",

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doi = "10.1055/s-2002-34217",

language = "English",

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T1 - Iridium complex-catalyzed enantioselective intramolecular [4+2] cycloaddition of dieneynes

AU - Shibata, Takanori

AU - Takasaku, Koji

AU - Takesue, Yuri

AU - Hirata, Naohito

AU - Takagi, Kentaro

PY - 2002/1/1

Y1 - 2002/1/1

N2 - A catalytic and highly enantioselective intramolecular [4+2] cycloaddition of dieneynes was achieved by use of chiral iridium complex prepared in situ from [IrCl(cod)]2 and BDPP [2,4-bis(diphenylphosphino)pentane]. The reaction proceeded in refluxed tert-butyl acetate to give chiral cyclohexa-1,4-dienes in very high enantiomeric excess.

AB - A catalytic and highly enantioselective intramolecular [4+2] cycloaddition of dieneynes was achieved by use of chiral iridium complex prepared in situ from [IrCl(cod)]2 and BDPP [2,4-bis(diphenylphosphino)pentane]. The reaction proceeded in refluxed tert-butyl acetate to give chiral cyclohexa-1,4-dienes in very high enantiomeric excess.

KW - Catalysis

KW - Chiral auxiliaries

KW - Cycloadditions

KW - Diels-Alder reactions

KW - Iridium

UR - http://www.scopus.com/inward/record.url?scp=0036403387&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0036403387&partnerID=8YFLogxK

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DO - 10.1055/s-2002-34217

M3 - Article

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SN - 0936-5214

SP - 1681

EP - 1682

JO - Synlett

JF - Synlett

IS - 10

ER -

Iridium complex-catalyzed enantioselective intramolecular [4+2] cycloaddition of dieneynes

Abstract

Keywords

ASJC Scopus subject areas

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