Diastereo- and enantio-selective synthesis of trans-3-phenyl- and trans-3-styryl-2-azetidinones via zinc ester enolates and imines

Henk Kleijn; Hendrik L. van Maanen; J. T B H Jastrzebski; Gerard van Koten

Diastereo- and enantio-selective synthesis of trans-3-phenyl- and trans-3-styryl-2-azetidinones via zinc ester enolates and imines

Henk Kleijn^*, Hendrik L. van Maanen, J. T B H Jastrzebski, Gerard van Koten

^*Corresponding author for this work

Sub Organic Chemistry and Catalysis

Utrecht University

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

Abstract

Zinc enolates of phenyl- and trans-styryl-acetic acid methyl ester react with excellent diastereoselectivety and good enantioselectivety (e.e. 64 to 91.5%) with imines in high yields to trans-2-azetidinones. The corresponding lithium enolates reacted with much lower selectivity and yields.

Original language	English
Pages (from-to)	497-498
Number of pages	2
Journal	Recueil des Travaux Chimiques des Pays-Bas
Volume	111
Issue number	11
Publication status	Published - Nov 1992

Cite this

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title = "Diastereo- and enantio-selective synthesis of trans-3-phenyl- and trans-3-styryl-2-azetidinones via zinc ester enolates and imines",

abstract = "Zinc enolates of phenyl- and trans-styryl-acetic acid methyl ester react with excellent diastereoselectivety and good enantioselectivety (e.e. 64 to 91.5\%) with imines in high yields to trans-2-azetidinones. The corresponding lithium enolates reacted with much lower selectivity and yields.",

author = "Henk Kleijn and \{van Maanen\}, \{Hendrik L.\} and Jastrzebski, \{J. T B H\} and \{van Koten\}, Gerard",

year = "1992",

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language = "English",

volume = "111",

pages = "497--498",

journal = "Recueil des Travaux Chimiques des Pays-Bas",

issn = "0165-0513",

publisher = "Koninklijke Nederlandse Chemische Vereniging",

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T1 - Diastereo- and enantio-selective synthesis of trans-3-phenyl- and trans-3-styryl-2-azetidinones via zinc ester enolates and imines

AU - Kleijn, Henk

AU - van Maanen, Hendrik L.

AU - Jastrzebski, J. T B H

AU - van Koten, Gerard

PY - 1992/11

Y1 - 1992/11

N2 - Zinc enolates of phenyl- and trans-styryl-acetic acid methyl ester react with excellent diastereoselectivety and good enantioselectivety (e.e. 64 to 91.5%) with imines in high yields to trans-2-azetidinones. The corresponding lithium enolates reacted with much lower selectivity and yields.

AB - Zinc enolates of phenyl- and trans-styryl-acetic acid methyl ester react with excellent diastereoselectivety and good enantioselectivety (e.e. 64 to 91.5%) with imines in high yields to trans-2-azetidinones. The corresponding lithium enolates reacted with much lower selectivity and yields.

UR - https://www.scopus.com/pages/publications/0038818723

M3 - Article

AN - SCOPUS:0038818723

SN - 0165-0513

VL - 111

SP - 497

EP - 498

JO - Recueil des Travaux Chimiques des Pays-Bas

JF - Recueil des Travaux Chimiques des Pays-Bas

IS - 11

ER -

Diastereo- and enantio-selective synthesis of trans-3-phenyl- and trans-3-styryl-2-azetidinones via zinc ester enolates and imines

Abstract

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