title: Highly diastereoselective Friedel-Crafts reaction of furans with 8-phenylmenthyl glyoxylate.
abstract: The Friedel-Crafts reaction of (1R)-8-phenylmenthyl glyoxylate with variously substituted furans was found to be efficiently promoted by SnCl(4) or magnesium salts with high diastereoselectivities. MgBr(2) performs especially well under simple, undemanding conditions, giving both high yields and high diastereoselectivities (>90%). The reaction afforded chiral substituted furan-2-yl-hydroxyacetic acid esters, compounds of potentially high synthetic interest. [reaction: see text]
authors.affiliation: Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw, Poland.
authors.forename: Piotr
authors.initials: P
authors.lastname: Kwiatkowski
authors.forename: Jakub
authors.initials: J
authors.lastname: Majer
authors.forename: Wojciech
authors.initials: W
authors.lastname: Chaładaj
authors.forename: Janusz
authors.initials: J
authors.lastname: Jurczak