Stereoselective conjugate addition of alkyl groups to (S)-4-(tert- butyldimethylsilyloxy)-2-phenylsulfonyl-2-cyclopentenone by means of trialkylaluminum reagents

Takayuki Yakura; Kenji Tanaka; Miki Iwamoto; Masatake Nameki; Masazumi Ikeda

doi:10.1055/s-1999-2823

Stereoselective conjugate addition of alkyl groups to (S)-4-(tert- butyldimethylsilyloxy)-2-phenylsulfonyl-2-cyclopentenone by means of trialkylaluminum reagents

Takayuki Yakura^*, Kenji Tanaka, Miki Iwamoto, Masatake Nameki, Masazumi Ikeda

^*Corresponding author for this work

Synthetic and Biomolecular Organic Chemistry

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

8 Scopus citations

Abstract

Reaction of (S)-4-(tert-butyldimethylsilyloxy)-2-phenylsulfonyl-2- cyclopentenone with 2.2 stereoselectivity afforded the corresponding (2R,3S,4S)-4-(tert-butyldimethylsilyloxy)-3-alkyl-2-phenylsulfonyl- cyclopentanones as a single diastereoisomer.

Original language	English
Pages (from-to)	1313-1315
Number of pages	3
Journal	Synlett
Issue number	8
DOIs	https://doi.org/10.1055/s-1999-2823
State	Published - 1999

Keywords

Aluminum
Conjugate addition reaction
Cyclopentanone
Stereoselectivity
Sulfone

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-1999-2823

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title = "Stereoselective conjugate addition of alkyl groups to (S)-4-(tert- butyldimethylsilyloxy)-2-phenylsulfonyl-2-cyclopentenone by means of trialkylaluminum reagents",

abstract = "Reaction of (S)-4-(tert-butyldimethylsilyloxy)-2-phenylsulfonyl-2- cyclopentenone with 2.2 stereoselectivity afforded the corresponding (2R,3S,4S)-4-(tert-butyldimethylsilyloxy)-3-alkyl-2-phenylsulfonyl- cyclopentanones as a single diastereoisomer.",

keywords = "Aluminum, Conjugate addition reaction, Cyclopentanone, Stereoselectivity, Sulfone",

author = "Takayuki Yakura and Kenji Tanaka and Miki Iwamoto and Masatake Nameki and Masazumi Ikeda",

year = "1999",

doi = "10.1055/s-1999-2823",

language = "英語",

pages = "1313--1315",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "8",

}

TY - JOUR

T1 - Stereoselective conjugate addition of alkyl groups to (S)-4-(tert- butyldimethylsilyloxy)-2-phenylsulfonyl-2-cyclopentenone by means of trialkylaluminum reagents

AU - Yakura, Takayuki

AU - Tanaka, Kenji

AU - Iwamoto, Miki

AU - Nameki, Masatake

AU - Ikeda, Masazumi

PY - 1999

Y1 - 1999

N2 - Reaction of (S)-4-(tert-butyldimethylsilyloxy)-2-phenylsulfonyl-2- cyclopentenone with 2.2 stereoselectivity afforded the corresponding (2R,3S,4S)-4-(tert-butyldimethylsilyloxy)-3-alkyl-2-phenylsulfonyl- cyclopentanones as a single diastereoisomer.

AB - Reaction of (S)-4-(tert-butyldimethylsilyloxy)-2-phenylsulfonyl-2- cyclopentenone with 2.2 stereoselectivity afforded the corresponding (2R,3S,4S)-4-(tert-butyldimethylsilyloxy)-3-alkyl-2-phenylsulfonyl- cyclopentanones as a single diastereoisomer.

KW - Aluminum

KW - Conjugate addition reaction

KW - Cyclopentanone

KW - Stereoselectivity

KW - Sulfone

UR - http://www.scopus.com/inward/record.url?scp=0032811141&partnerID=8YFLogxK

U2 - 10.1055/s-1999-2823

DO - 10.1055/s-1999-2823

M3 - 学術論文

AN - SCOPUS:0032811141

SN - 0936-5214

SP - 1313

EP - 1315

JO - Synlett

JF - Synlett

IS - 8

ER -

Stereoselective conjugate addition of alkyl groups to (S)-4-(tert- butyldimethylsilyloxy)-2-phenylsulfonyl-2-cyclopentenone by means of trialkylaluminum reagents

Abstract

Keywords

ASJC Scopus subject areas

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