Acetonides as Masked Nucleophiles in the Gold-Catalyzed Spiroketalization of Monopropargylic Triols.

Acetonides as Masked Nucleophiles in the Gold-Catalyzed Spiroketalization of Monopropargylic Triols.

Paioti, Paulo H. S.; Ketcham, John M.; Aponick, Aaron

Abstract:

Spiroketal-containing natural products are found ininsects, plants, bacterial, and marine sources. Thesenatural products often display remarkable biologicalactivity and their stereocontrolled synthesis remains achallenge.1 Within this context, a gold-catalyzed synthesisof unsaturated spiroketals was accomplished by our groupvia dehydrative cyclization of monopropargylic triols.

Spiroketal-containing natural products are found ininsects, plants, bacterial, and marine sources. Thesenatural products often display remarkable biologicalactivity and their stereocontrolled synthesis remains achallenge.1 Within this context, a gold-catalyzed synthesisof unsaturated spiroketals was accomplished by our groupvia dehydrative cyclization of monopropargylic triols.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013813181115

Referências bibliográficas

• [1] 1 Palmes, J.; Aponick, A. Synthesis 2012, 44, 3699-3721.
• [2] 2 Li, C-H.; Palmes, J. A.; Aponick, A. Org. Lett. 2009, 11, 121-124.
• [3] 3 Fang, C.; Pang,Y.; Forsyth, C. J. Org. Lett. 2010, 12, 4528-4531.

Como citar:

Paioti, Paulo H. S.; Ketcham, John M.; Aponick, Aaron; "Acetonides as Masked Nucleophiles in the Gold-Catalyzed Spiroketalization of Monopropargylic Triols.", p-153-153. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013813181115