Organocatalytic enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles with alpha,beta-unsaturated aldehydes: an easy access to 2-substituted indoles

Hong, Liu, Sun, Wang, Wong, Wang (2009) Organocatalytic enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles with alpha,beta-unsaturated aldehydes: an easy access to 2-substituted indoles Org Lett (IF: 4.9) 11(10) 2177-80

Abstract

An enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles and alpha,beta-unsaturated aldehydes has been developed. The process is promoted by diphenylprolinol ether to afford 2-substituted 4,7-dihydroindoles in high yields and enantioselectivities. After a subsequent oxidation of the products, the optically active 2-substituted indoles could be obtained smoothly in high yields without any loss of enantioselectivity.

Links

http://www.ncbi.nlm.nih.gov/pubmed/19385607
http://dx.doi.org/10.1021/ol900461v

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