Organic letters

Catalytic asymmetric conjugate allylation of coumarins

Y Kuang, X Liu, L Chang, M Wang, L Lin, X Feng

Index: Chang, Lu; Kuang, Yulong; Qin, Bo; Zhou, Xin; Liu, Xiaohua; Lin, Lili; Feng, Xiaoming Organic Letters, 2010 , vol. 12, # 10 p. 2214 - 2217

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Citation Number: 37

Abstract

A catalytic asymmetric conjugate allylation was successfully developed to synthesize potential pharmacologically active 4-allyl-2-oxochroman skeletons. A dual activation strategy was employed by using N, N′-dioxide-Yb (OTf) 3 to activate coumarins and using (CuOTf) 2• C7H8 to activate tetraallyltin via transmetalation, respectively. Good yields and enantioselectivities were obtained under mild conditions.