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2000
Volume 23, Issue 1
  • ISSN: 1570-193X
  • E-ISSN: 1875-6298

Abstract

This article provides a review of the paramount lipase-catalyzed strategies employed in the preparation of (2,3)-3-amino-2-hydroxy-3-phenylpropionic acid, several of its derivatives, and precursor 2-azetidinones through β-lactam ring opening, O hydrolysis, CO hydrolysis, -acylation, and sequential kinetic resolution through a two-step cascade reaction. It involves O hydrolysis followed by β-lactam ring opening and β-lactam ring opening followed by hydroxymethyl group degradation of the corresponding racemic compounds, reported over the last 15 years. A brief introduction describes the pharmaceutical and chemical importance of the Taxol molecule as well as various synthetic methods involving its side chain and it delineates the key objectives of this mini-review. The strategies are classified on the basis of reaction types and are presented in chronological order, discussing kinetic and sequential kinetic resolutions in the main text. These reactions yield the intended products, exhibiting excellent enantiomeric excess values.

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Lipase-catalyzed Strategies for the Preparation of Key Intermediates for the Synthesis of the Taxol Side Chain#
Mini-Reviews in Organic Chemistry 23, 1 (2026); https://doi.org/10.2174/0118756298317278240913071521
/content/journals/mroc/10.2174/0118756298317278240913071521
/content/journals/mroc/10.2174/0118756298317278240913071521
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  • Article Type:     Review Article
Keyword(s): Amino acids; anti-cancer agent; ester hydrolysis; kinetic resolution; lipase catalysis; ring cleavage; sequential kinetic resolution; taxol side chain intermediate

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