Stereoselective synthesis of anti-1,4-diols by a BH3.THF-mediated rearrangement of 1,2-disubstituted cyclobutenes.
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.
Knapp
Kolja M
KM
Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5 - 13, Haus F, 81377 München, Germany.
Goldfuss
Bernd
B
Knochel
Paul
P