Asymmetric Oxidative Lactonization of <i>meso</i>-Diols Catalyzed by a Chiral Ir Complex

Suzuki Takeyuki, Morita Kenji, Tsuchida Mika, Hiroi Kunio, Katoh Tadashi

doi:10.14895/hannou.30.0.62.0

Bibliographic Information

Other Title

イリジウム錯体触媒を用いる水素移動型酸化反応と応用

Abstract

Asymmetric oxidative lactonization of meso-diols using acetone as a cooxidant is described herein. The reaction was found to be catalyzed by 0.5 mol % of a chiral Ir complex prepared from [Cp*IrCl₂]₂, chiral amino alcohol and t-C₄H₉OK at 30 °C, giving corresponding lactones in up to 81% ee and excellent yield. A gram scale reaction was also performed without special techniques. Furthermore, an enantiomerically pure lactone was obtained by recrystallization. The reaction was successfully applied to the synthesis of various useful synthetic intermediates.

Journal

Proceedings of the Symposium on Progress in Organic Reactions and Syntheses

Proceedings of the Symposium on Progress in Organic Reactions and Syntheses 30 (0), 62-63, 2004

Division of Organic Chemistry, The Pharmaceutical Society of Japan

Keywords

Details 詳細情報について

CRID: 1390282680611754496

NII Article ID: 130006997502

DOI: 10.14895/hannou.30.0.62.0

Data Source

JaLC
CiNii Articles

Abstract License Flag: Disallowed

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