Phthalides by rhodium-catalyzed ketone hydroacylation

DHT Phan, B Kim, VM Dong

Index: Shen, Zengming; Dornan, Peter K.; Khan, Hasan A.; Woo, Tom K.; Dong, Vy M. Journal of the American Chemical Society, 2009 , vol. 131, p. 1077 - 1091

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Citation Number: 123

Abstract

Phthalides are biologically relevant five-membered lactones found in herbs, fruits, and vegetables. Herein we communicate the first atom-economical approach to phthalides by using enantioselective ketone hydroacylation. In the presence of Rh [(Duanphos)] X (X= NO3, OTf, OMs), various 2-ketobenzaldehydes undergo intramolecular hydroacylation to produce phthalide products in good yields and 92− 98% ee's. Our study highlights the key ...