Tetrahedron

A solution and solid state conformation of 2-diphenylphosphinoyl-1, 3-dioxanes. The nature of OCP anomeric interactions.

M Mikołajczyk, PP Graczyk, MW Wiecorek, G Bujacz

Index: Mikolajczyk, Marian; Graczyk, Piotr P.; Wiecorek, Michal W.; Bujacz, Grzegorz Tetrahedron, 1992 , vol. 48, # 20 p. 4209 - 4230

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Citation Number: 12

Abstract

Diastereoisomeric 2-diphenylphosphinoyl-1, 3-dioxanes 1–4 were synthesized either via the Arbuzov reaction of isopropyl diphenylphosphinite with (1, 3-dioxan-2-yl) trimethylammonium iodides or via the transacetalization reaction between 1, 3-diols and diphenyl (diethoxymethyl) phosphine oxide. The latter reaction afforded less thermodynamically stable isomers of 3 and 4 in a good yield (44 and 56%, respectively). ...