Methyl 2,6-di-O-benzyl-3,4-O-phenylphosphinediyl-β-D-galactopyranoside(P—B)borane with chirality on the P atom

Abstract

A carbohydrate-derived optically active P-chiral dioxophenylphospholane-borane complex, C(27)H(32)BO(6)P, was prepared from bis(diethylamino)phenylphosphine and methyl 2,6-di-O-benzyl-beta-D-galactopyranoside. The phosphinite was prepared with high diastereoselectivity and in good yield. The absolute configuration (R) at the P atom was deduced from the known configuration of the sugar moiety. Weak intermolecular interactions link the molecules into a three-dimensional network.