Stereo- and enantio-controlled synthesis of chiral intermediates for the total synthesis of thienamycin and related β-lactam antibiotics from 3-hydroxybutyrates

Gunda I. Georg; Harpal S. Gill

doi:10.1039/C39850001433

Stereo- and enantio-controlled synthesis of chiral intermediates for the total synthesis of thienamycin and related β-lactam antibiotics from 3-hydroxybutyrates

Gunda I. Georg, Harpal S. Gill

Medicinal Chemistry

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19 Scopus citations

Abstract

The synthesis of (1′R,3S,4S)- and (1′R,3S,4R)-3-(1′-t- butyldimethylsilyloxyethyl)-4-hydroxymethyl-2-azetidinone from ethyl (S)-3-hydroxybutyrate is reported.

Original language	English (US)
Pages (from-to)	1433-1435
Number of pages	3
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	20
DOIs	https://doi.org/10.1039/C39850001433
State	Published - Jan 1 1985

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title = "Stereo- and enantio-controlled synthesis of chiral intermediates for the total synthesis of thienamycin and related β-lactam antibiotics from 3-hydroxybutyrates",

abstract = "The synthesis of (1′R,3S,4S)- and (1′R,3S,4R)-3-(1′-t- butyldimethylsilyloxyethyl)-4-hydroxymethyl-2-azetidinone from ethyl (S)-3-hydroxybutyrate is reported.",

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year = "1985",

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doi = "10.1039/C39850001433",

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AU - Georg, Gunda I.

AU - Gill, Harpal S.

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Y1 - 1985/1/1

N2 - The synthesis of (1′R,3S,4S)- and (1′R,3S,4R)-3-(1′-t- butyldimethylsilyloxyethyl)-4-hydroxymethyl-2-azetidinone from ethyl (S)-3-hydroxybutyrate is reported.

AB - The synthesis of (1′R,3S,4S)- and (1′R,3S,4R)-3-(1′-t- butyldimethylsilyloxyethyl)-4-hydroxymethyl-2-azetidinone from ethyl (S)-3-hydroxybutyrate is reported.

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Stereo- and enantio-controlled synthesis of chiral intermediates for the total synthesis of thienamycin and related β-lactam antibiotics from 3-hydroxybutyrates

Abstract

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