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Couladouros EA, Plyta ZF, Haroutounian SA, et al. Efficient Synthesis of Aminonaphthoquinones and Azidobenzohydroquinones: Mechanistic Considerations of the Reaction of Hydrazoic Acid with Quinones. An Overview. J Org Chem. 1997;62(1):6-10doi: 10.1021/jo9614708.
Couladouros, E. A., Plyta, Z. F., Haroutounian, S. A., & Papageorgiou, V. P. (1997). Efficient Synthesis of Aminonaphthoquinones and Azidobenzohydroquinones: Mechanistic Considerations of the Reaction of Hydrazoic Acid with Quinones. An Overview. The Journal of organic chemistry, 62(1), 6-10. https://doi.org/10.1021/jo9614708
Couladouros, Elias A., et al. "Efficient Synthesis of Aminonaphthoquinones and Azidobenzohydroquinones: Mechanistic Considerations of the Reaction of Hydrazoic Acid with Quinones. An Overview." The Journal of organic chemistry vol. 62,1 (1997): 6-10. doi: https://doi.org/10.1021/jo9614708
Couladouros EA, Plyta ZF, Haroutounian SA, Papageorgiou VP. Efficient Synthesis of Aminonaphthoquinones and Azidobenzohydroquinones: Mechanistic Considerations of the Reaction of Hydrazoic Acid with Quinones. An Overview. J Org Chem. 1997 Jan 10;62(1):6-10. doi: 10.1021/jo9614708. PMID: 11671358.
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J Org Chem. 1997 Jan 10;62(1):6-10. doi: 10.1021/jo9614708.

Efficient Synthesis of Aminonaphthoquinones and Azidobenzohydroquinones: Mechanistic Considerations of the Reaction of Hydrazoic Acid with Quinones. An Overview.

The Journal of organic chemistry

Elias A. Couladouros, Zoi F. Plyta, Serkos A. Haroutounian, Vassilios P. Papageorgiou

Affiliations

  1. Laboratory of Organic Chemistry, Chemical Engineering Department, Aristotle University of Thessaloniki, Thessaloniki 54006, Greece.

PMID: 11671358 DOI: 10.1021/jo9614708

Abstract

Parameters useful to predict and control the reaction outcome of conjugate addition of hydrazoic acid to quinones have been studied, and the optimum conditions for the efficient synthesis of aminonaphthoquinones and azidobenzohydroquinones are reported. The application of this reaction for the efficient formal synthesis of dephostatin is also presented.

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