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A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL

2006; Sociedad Chilena de Química; Volume: 51; Issue: 3 Linguagem: Inglês

10.4067/s0717-97072006000300013

ISSN

0717-9707

Autores

Elson S. Alvarenga, Vânia M. T. Carneiro, Flaviano Oliveira Silvério, William Argolo Saliba,

Tópico(s)

Various Chemistry Research Topics

Resumo

A HIGH YIELD SYNTHESIS OF 1,2:5,6-DI-O-ISOPROPYLIDENE-D-MANNITOL: A great improvement in the synthesis of 1,2:5,6-di-O-isopropylidene-D-mannitol (2) using D-mannitol (1) as starting material, is described.The acetalation of (Δ) was performed in acetone in the presence of zinc chloride as catalyst to give (2) in 87% yield.Some studies on the acetal stability were carried out to explain the high yields.High field NMR spectra were obtained and assignment of all signals was accomplished with the aid of double irradiation, difference NOE and HETCOR spectra.

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