Rapid entry into the cryptophycin core via an acyl-β-lactam macrolactonization: Total synthesis of cryptophycin-24

MariJean Eggen; Sajiv K. Nair; Gunda I. Georg

doi:10.1021/ol010044s

Rapid entry into the cryptophycin core via an acyl-β-lactam macrolactonization: Total synthesis of cryptophycin-24

MariJean Eggen, Sajiv K. Nair, Gunda I. Georg

Medicinal Chemistry

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Abstract

(formula presented) An efficient, concise approach to the macrolide core of the cryptophycins, potent antimitotic agents, has been achieved. The reaction sequence features a novel macrolactonization utilizing a reactive acyl-β-lactam intermediate that incorporates the β-amino acid moiety within the 16-membered macrolide core. This highly modular approach, which allows for multiple alterations throughout the structure, was successfully applied to the total synthesis of cryptophycin-24.

Original language	English (US)
Pages (from-to)	1813-1815
Number of pages	3
Journal	Organic Letters
Volume	3
Issue number	12
DOIs	https://doi.org/10.1021/ol010044s
State	Published - Jun 14 2001

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Rapid entry into the cryptophycin core via an acyl-β-lactam macrolactonization: Total synthesis of cryptophycin-24

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