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

Tony Kung Ming Shing

Research output: Contribution to journalArticle

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 languageEnglish
Pages (from-to)7261-7264
Number of pages4
JournalTetrahedron
Volume44
Issue number23
DOIs
Publication statusPublished - 1988 Jan 1
Externally publishedYes

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Hydrogenolysis
Mannitol

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol. / Shing, Tony Kung Ming.

In: Tetrahedron, Vol. 44, No. 23, 01.01.1988, p. 7261-7264.

Research output: Contribution to journalArticle

Shing, Tony Kung Ming. / Synthesis of (2S,5S)-bishydroxymethyl-(3R,4R)-bishydroxypyrrolidine from D-mannitol. In: Tetrahedron. 1988 ; Vol. 44, No. 23. pp. 7261-7264.
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