Synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol

Tony K.M. Shing

doi:10.1016/S0040-4020(01)86097-X

Synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol

Tony K.M. Shing

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

40 Citations (Scopus)

Abstract

A short, efficient, and practical synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol involving five sequential reactions (benzylidenation, trifluoromethanesulphonation, hydrazinolysis, hydrogenolysis, and deacetalisation) is described.

Original language	English
Pages (from-to)	7261-7264
Number of pages	4
Journal	Tetrahedron
Volume	44
Issue number	23
DOIs	https://doi.org/10.1016/S0040-4020(01)86097-X
Publication status	Published - 1988

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4020(01)86097-X

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AB - A short, efficient, and practical synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol involving five sequential reactions (benzylidenation, trifluoromethanesulphonation, hydrazinolysis, hydrogenolysis, and deacetalisation) is described.

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Synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol

Abstract

ASJC Scopus subject areas

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