From Cyclopropene to Housane Derivatives Via Intramolecular Cyclopropanation.

Autor: Vicente R; Universidad de Oviedo, Departamento de Quimica Organica e Inorganica, C/Julian Claveria 8, 33006, Oviedo, SPAIN., Coto D; University of Oviedo, Departamento de Química Orgánica e Inorgánica, SPAIN., Suárez-García D; University of Oviedo, Departamento de Química Orgánica e Inorgánica, SPAIN., Mata S; University of Oviedo, Departamento de Química Orgánica e Inorgánica, SPAIN., López LA; University of Oviedo, Departamento de Química Orgánica e Inorgánica, SPAIN., Fernández I; Universidad Complutense de Madrid, Departamento de Química Orgánica I, SPAIN.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2024 Jul 12, pp. e202409226. Date of Electronic Publication: 2024 Jul 12.
DOI: 10.1002/anie.202409226
Abstrakt: The synthesis of housanes derivatives from cyclopropenes is described. Under rhodium(II) catalysis, cyclopropenylvinyl carbinols can regioselectively generate a carbene intermediate which undergo an intramolecular cyclopropanation to form a housane, a skeleton with similar ring strain as the cyclopropene precursor. The procedure shows a remarkable broad scope and efficiency. Moreover, the method served to prepare man-made housane-containing terpene derivatives, which are not accessible by Nature.
(© 2024 Wiley‐VCH GmbH.)
Databáze: MEDLINE