3-(1′-hydroxyethyl)-2-azetidinones from 3-hydroxybutyrates and n-arylaldimines

Gunda I. Georg; Harpal S. Gill; Cathy Gerhardt

doi:10.1016/S0040-4039(00)98683-0

3-(1′-hydroxyethyl)-2-azetidinones from 3-hydroxybutyrates and n-arylaldimines

Gunda I. Georg, Harpal S. Gill, Cathy Gerhardt

Medicinal Chemistry

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Abstract

Dianion imine addition, cyclisation reaction between ethyl-3-hydroxybutyrate and aldimines generates β-lactams with the hydroxyethyl sidechain of thienamycin and related β-lactam antibiotics in place. The effects of the N-arylaldimine and the reaction conditions on the stereochemistry of the resulting products are examined.

Original language	English (US)
Pages (from-to)	3903-3906
Number of pages	4
Journal	Tetrahedron Letters
Volume	26
Issue number	33
DOIs	https://doi.org/10.1016/S0040-4039(00)98683-0
State	Published - 1985

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Funding Information:
a grant from the National Institutes of Health.

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abstract = "Dianion imine addition, cyclisation reaction between ethyl-3-hydroxybutyrate and aldimines generates β-lactams with the hydroxyethyl sidechain of thienamycin and related β-lactam antibiotics in place. The effects of the N-arylaldimine and the reaction conditions on the stereochemistry of the resulting products are examined.",

author = "Georg, {Gunda I.} and Gill, {Harpal S.} and Cathy Gerhardt",

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year = "1985",

doi = "10.1016/S0040-4039(00)98683-0",

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journal = "Tetrahedron Letters",

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T1 - 3-(1′-hydroxyethyl)-2-azetidinones from 3-hydroxybutyrates and n-arylaldimines

AU - Georg, Gunda I.

AU - Gill, Harpal S.

AU - Gerhardt, Cathy

N1 - Funding Information: a grant from the National Institutes of Health.

PY - 1985

Y1 - 1985

N2 - Dianion imine addition, cyclisation reaction between ethyl-3-hydroxybutyrate and aldimines generates β-lactams with the hydroxyethyl sidechain of thienamycin and related β-lactam antibiotics in place. The effects of the N-arylaldimine and the reaction conditions on the stereochemistry of the resulting products are examined.

AB - Dianion imine addition, cyclisation reaction between ethyl-3-hydroxybutyrate and aldimines generates β-lactams with the hydroxyethyl sidechain of thienamycin and related β-lactam antibiotics in place. The effects of the N-arylaldimine and the reaction conditions on the stereochemistry of the resulting products are examined.

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

3-(1′-hydroxyethyl)-2-azetidinones from 3-hydroxybutyrates and n-arylaldimines

Abstract

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