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Unsymmetrical Ozonolysis of a Diels-Alder Adduct: Practical Preparation of a Key Intermediate for Heme Total Synthesis

Douglass F. Taber* and Katsumasa Nakajima

*Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, Email: taberdfudel.edu

D. F. Taber, K. Nakajima, J. Org. Chem., 2001, 70, 2515-2517.

DOI: 10.1021/jo001732c (free Supporting Information)


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Abstract

Simple Diels-Alder-derived ketals could be selectively ozonolyzed to monoaldehydes. An overall procedure for the preparation of a key intermediate for porphyrin and heme synthesis is described.

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Key Words

Ozonolysis, Ozone


ID: J42-Y2001-520