7° SEMINARIO QUÍMICA ORGÁNICA IQUIR 2022

SEMINARIO QUÍMICA ORGÁNICA 16-05-22

EXPOSITOR: Lic. Darián Vazquez

TÍTULO: "Asymmetric total synthesis of (1S,2S,4S)-β-elemene".

FUENTE: Wei Chen, Zhun Feng and Qiang Liu, RSC Adv., 2022, 12, 8249.

DÍA, HORA y LUGAR: Lunes 16 de mayo de 2022, 18:00 h, Plataforma MEET GOOGLE.

Link: meet.google.com/bfh-poxv-bso

RESUMEN: Elemenes are sesquiterpene natural products extracted from Chinese medicinal herbs and have been used as an important antitumor drug in China. Here, we report the first stereoselective total synthesis of (1S,2S,4S)-b-elemene using (R)-carvone as a chiral pool starting material. The isopropenyl moiety was achieved in a highly stereoselective manner through 1,4-Michael conjugate addition. The following transformations like regio- and stereoselective aldol condensation, Wittig olefination have been employed as the key steps, resulting in a concise total synthesis of (1S,2S,4S)-b-elemene. Our accomplishment will allow further biological investigations of this natural product and open opportunities for developing a new potentially promising antitumor drug.

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