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Your search keyword '"Caro-Diaz, Eduardo J."' showing total 5 results
Start Over Author "Caro-Diaz, Eduardo J." Journal organic letters
5 results on '"Caro-Diaz, Eduardo J."'

3. Highly Convergent Total Synthesis and Assignment of Absolute Configuration of Majusculamide D, a Potent and Selective Cytotoxic Metabolite from Moorea sp.

Author

Caro-Diaz, Eduardo J. E., Valeriote, Frederick A., and Gerwick, William H.

Abstract

The total synthesis of majusculamide D (MJS-D) is described, a lipopentapeptide originally isolated from Lyngbya majusculaand reisolated from a Mooreasp. MJS-D possesses selective and potent cancer cell toxicity. A scalable and convergent strategy with a minimal number of purifications produced significant quantities of MJM-D for in vivo evaluations. The absolute configuration of the 1,3-dimethyl-octanamide motif was determined by synthesis of this fragment via ZACA chemistry.

Published
2018
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5. Enantioselective formal synthesis of (-)-englerin A via a Rh-catalyzed [4 + 3] cycloaddition reaction.

Author

Xu J, Caro-Diaz EJ, and Theodorakis EA

Subjects
Antineoplastic Agents, Phytogenic chemistry, Antineoplastic Agents, Phytogenic pharmacology, Catalysis, Cyclization, Molecular Structure, Sesquiterpenes, Guaiane chemistry, Sesquiterpenes, Guaiane pharmacology, Stereoisomerism, Antineoplastic Agents, Phytogenic chemical synthesis, Furans chemistry, Rhodium chemistry, Sesquiterpenes, Guaiane chemical synthesis
Abstract

An enantioselective formal synthesis of (-)-englerin A (1) is reported. Key to the strategy is a Rh-catalyzed [4 + 3] cycloaddition reaction between furan 10 and diazo ester 11 that, following an intramolecular aldol condensation, produces the tricyclic scaffold of englerin. This strategy also provides a rapid, efficient, and stereoselective access to the biologically significant core motif of the guaiane sesquiterpenes.

Published
2010
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