Chiral Phosphoric Acid Catalyzed Desymmetrization of meso??1, 3??Diones: Asymmetric Synthesis of Chiral Cyclohexenones

…, T Katoh, T Suzuki, T Noji, M Yamanaka…

Index: Mori, Keiji; Katoh, Takuya; Suzuki, Tohru; Noji, Takuya; Yamanaka, Masahiro; Akiyama, Takahiko Angewandte Chemie - International Edition, 2009 , vol. 48, # 51 p. 9652 - 9654

Full Text: HTML

Citation Number: 73

Abstract

Cyclohexenones are important building blocks in synthetic organic chemistry. In particular, Hajos–Parrish [1] and Wieland–Miescher [2] ketones are useful synthetic intermediates not only for the preparation of steroids [3] but also for a range of natural products.[4] The most facile and conventional method used to obtain these ketones in enantiomerically pure form is the desymmetrization of meso-1, 3-dicarbonyl compounds, in which (S)-proline is ...