Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile

Yujiro Hayashi; Hiromi Sekizawa; Junichiro Yamaguchi; Hiroaki Gotoh

doi:10.1021/jo0709100

Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile

Yujiro Hayashi^*, Hiromi Sekizawa, Junichiro Yamaguchi, Hiroaki Gotoh

^*Corresponding author for this work

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

36 Citations (Scopus)

Abstract

(Chemical Equation Presented) The trifluoroacetic acid salt of 2-(pyrrolidinylmethyl)pyrrolidine was found to be an effective organocatalyst of an asymmetric intramolecular aldol reaction, affording bicyclo[4.3.0]nonane derivatives with a high enantioselectivity, in which the rare combination of aldehyde as a nucleophile and ketone as an electrophile was realized.

Original language	English
Pages (from-to)	6493-6499
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	72
Issue number	17
DOIs	https://doi.org/10.1021/jo0709100
Publication status	Published - 2007 Aug 17
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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title = "Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile",

abstract = "(Chemical Equation Presented) The trifluoroacetic acid salt of 2-(pyrrolidinylmethyl)pyrrolidine was found to be an effective organocatalyst of an asymmetric intramolecular aldol reaction, affording bicyclo[4.3.0]nonane derivatives with a high enantioselectivity, in which the rare combination of aldehyde as a nucleophile and ketone as an electrophile was realized.",

author = "Yujiro Hayashi and Hiromi Sekizawa and Junichiro Yamaguchi and Hiroaki Gotoh",

year = "2007",

month = aug,

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doi = "10.1021/jo0709100",

language = "English",

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journal = "Journal of Organic Chemistry",

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T1 - Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile

AU - Hayashi, Yujiro

AU - Sekizawa, Hiromi

AU - Yamaguchi, Junichiro

AU - Gotoh, Hiroaki

PY - 2007/8/17

Y1 - 2007/8/17

N2 - (Chemical Equation Presented) The trifluoroacetic acid salt of 2-(pyrrolidinylmethyl)pyrrolidine was found to be an effective organocatalyst of an asymmetric intramolecular aldol reaction, affording bicyclo[4.3.0]nonane derivatives with a high enantioselectivity, in which the rare combination of aldehyde as a nucleophile and ketone as an electrophile was realized.

AB - (Chemical Equation Presented) The trifluoroacetic acid salt of 2-(pyrrolidinylmethyl)pyrrolidine was found to be an effective organocatalyst of an asymmetric intramolecular aldol reaction, affording bicyclo[4.3.0]nonane derivatives with a high enantioselectivity, in which the rare combination of aldehyde as a nucleophile and ketone as an electrophile was realized.

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U2 - 10.1021/jo0709100

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JF - Journal of Organic Chemistry

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ER -

Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile

Abstract

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