C1-symmetric Rh/Phebox-catalyzed asymmetric alkynylation of α-ketoesters

Takashi Ohshima; Takahito Kawabata; Yosuke Takeuchi; Takahiro Kakinuma; Takanori Iwasaki; Takayuki Yonezawa; Hajime Murakami; Hisao Nishiyama; Kazushi Mashima

doi:10.1002/anie.201100252

C₁-symmetric Rh/Phebox-catalyzed asymmetric alkynylation of α-ketoesters

Takashi Ohshima, Takahito Kawabata, Yosuke Takeuchi, Takahiro Kakinuma, Takanori Iwasaki, Takayuki Yonezawa, Hajime Murakami, Hisao Nishiyama, Kazushi Mashima

Chemo-Pharmaceutical Sciences

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

90 Citations (Scopus)

Abstract

Thinking outside the box: A newly developed C₁-symmetric Rh/Phebox complex efficiently catalyzed the asymmetric alkynylation of α-ketoester 1 with various aryl and alkyl substituted terminal alkynes to provide the corresponding chiral tertiary propargylic alcohols with up to 99 % ee (see scheme; TMS=trimethylsilyl).

Original language	English
Pages (from-to)	6296-6300
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	28
DOIs	https://doi.org/10.1002/anie.201100252
Publication status	Published - Jul 4 2011

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)

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10.1002/anie.201100252

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abstract = "Thinking outside the box: A newly developed C1-symmetric Rh/Phebox complex efficiently catalyzed the asymmetric alkynylation of α-ketoester 1 with various aryl and alkyl substituted terminal alkynes to provide the corresponding chiral tertiary propargylic alcohols with up to 99 % ee (see scheme; TMS=trimethylsilyl).",

author = "Takashi Ohshima and Takahito Kawabata and Yosuke Takeuchi and Takahiro Kakinuma and Takanori Iwasaki and Takayuki Yonezawa and Hajime Murakami and Hisao Nishiyama and Kazushi Mashima",

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T1 - C1-symmetric Rh/Phebox-catalyzed asymmetric alkynylation of α-ketoesters

AU - Ohshima, Takashi

AU - Kawabata, Takahito

AU - Takeuchi, Yosuke

AU - Kakinuma, Takahiro

AU - Iwasaki, Takanori

AU - Yonezawa, Takayuki

AU - Murakami, Hajime

AU - Nishiyama, Hisao

AU - Mashima, Kazushi

PY - 2011/7/4

Y1 - 2011/7/4

N2 - Thinking outside the box: A newly developed C1-symmetric Rh/Phebox complex efficiently catalyzed the asymmetric alkynylation of α-ketoester 1 with various aryl and alkyl substituted terminal alkynes to provide the corresponding chiral tertiary propargylic alcohols with up to 99 % ee (see scheme; TMS=trimethylsilyl).

AB - Thinking outside the box: A newly developed C1-symmetric Rh/Phebox complex efficiently catalyzed the asymmetric alkynylation of α-ketoester 1 with various aryl and alkyl substituted terminal alkynes to provide the corresponding chiral tertiary propargylic alcohols with up to 99 % ee (see scheme; TMS=trimethylsilyl).

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U2 - 10.1002/anie.201100252

DO - 10.1002/anie.201100252

M3 - Article

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 28

ER -

C₁-symmetric Rh/Phebox-catalyzed asymmetric alkynylation of α-ketoesters

Abstract

All Science Journal Classification (ASJC) codes

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