Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/30403
Title: Organocatalytic asymmetric Friedel-Crafts alkylation/cyclization cascade reaction of 1-naphthols and α,β-unsaturated aldehydes : an enantioselective synthesis of chromanes and dihydrobenzopyranes
Authors: Hong, L
Wang, L
Sun, W
Wong, K 
Wang, R
Issue Date: 2009
Publisher: American Chemical Society
Source: Journal of organic chemistry, 2009, v. 74, no. 17, p. 6881-6884 How to cite?
Journal: Journal of organic chemistry 
Abstract: (Chemical Equation Presented) An enantioselective Friedel-Crafts alkylation/cyclization cascade reaction of 1-naphthols and α,β- unsaturated aldehydes promoted by diphenylprolinol ether has been developed. The method affords one-pot access to chiral and synthetically useful chromanes and dihydrobenzopyranes in high yields and enantioselectivities from readily available compounds. In addition, the addition/cyclization products could be afterward transformed to various natural products and biologically active derivatives. On the basis of the experimental results and the observed absolute configurations of the products, a plausiblemechanismhasbeen proposed to explain the origin of the activation and the asymmetric induction.
URI: http://hdl.handle.net/10397/30403
ISSN: 0022-3263
EISSN: 1520-6904
DOI: 10.1021/jo901409d
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