Stereoselective Synthesis of anti??1, 4??Diols by a BH3⋅ THF??Mediated Rearrangement of 1, 2??Disubstituted Cyclobutenes

…, B Goldfuss, P Knochel

Index: Knapp, Kolja M.; Goldfuss, Bernd; Knochel, Paul Chemistry - A European Journal, 2003 , vol. 9, # 21 p. 5259 - 5265

Full Text: HTML

Citation Number: 15

Abstract

Abstract A new stereoselective rearrangement of cyclobutylboranes, obtained by the hydroboration of 1, 2-disubstituted cyclobutenes, provides anti-1, 4-diols with good-to- excellent diastereoselectivity. The mechanism of the rearrangement is discussed based on theoretical calculations.