Hydroesterification of Vinylarenes Catalyzed by Palladium Complexes of Dialkylmonoaryl- and Monoalkyldiarylphosphines

Yasutoyo Kawashima, Kentaro Okano, Kyoko Nozaki, Tamejiro Hiyama

研究成果: Article査読

40 被引用数 (Scopus)

抄録

Hydroesterification of vinylarenes using a mixture of PdCl2 and monodentate phosphorus ligands as a catalyst was studied. As ligands, menthyldiphenylphosphine (MDPP), neomenthyldiphenylphosphine (NMDPP), and dicyclohexyl(phenyl)phosphine (Cy2PPh) were effective to obtain branched esters with high regioselectivity under the moderate reaction conditions without additives such as acids. Not only electronic effects but also steric effects of the cycloalkyl groups were revealed to be significant in order to achieve high catalytic activity. When (S)-2-dicyclopentylphosphino-2′-methoxy-1,1′-binaphthyl was used for the asymmetric hydroesterification of 2-methoxy-6-vinylnaphthalene, (S)-naproxen methyl ester was obtained with 53% ee.

本文言語English
ページ(範囲)347-355
ページ数9
ジャーナルBulletin of the Chemical Society of Japan
77
2
DOI
出版ステータスPublished - 2004 2 1

ASJC Scopus subject areas

  • Chemistry(all)

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