T. Sugimura et al., Hydroxy direction of zinc carbenoid addition to a remote olefin. Analysis and improvement of 2,4-pentanediol tethered Furukawa cyclopropanation, TETRAHEDRON, 57(35), 2001, pp. 7495-7499
Zinc carbenoid addition to an olefin stereocontrolled by a chiral and remot
e intramolecular hydroxy group was studied in detail. Stereoselectivity as
well as chemical yield of the Furukawa cyclopropanation was dramatically im
proved by modifications of the procedure of addition of the reagents. The s
tructure of an active species to give the hydroxy-directed product is propo
sed. (C) 2001 Elsevier Science Ltd. All rights reserved.