Catalytic Asymmetric Conjugate Allylation of Coumarins

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 t...

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Bibliographic Details
Published in:Organic letters 2011-08, Vol.13 (15), p.3814-3817
Main Authors: Kuang, Yulong, Liu, Xiaohua, Chang, Lu, Wang, Min, Lin, Lili, Feng, Xiaoming
Format: Article
Language:English
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Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol201312y