The conversion of allenes to strained three-membered heterocycles.

Autor: Adams CS; Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706, USA. schomakerj@chem.wisc.edu., Weatherly CD, Burke EG, Schomaker JM
Jazyk: angličtina
Zdroj: Chemical Society reviews [Chem Soc Rev] 2014 May 07; Vol. 43 (9), pp. 3136-63. Date of Electronic Publication: 2014 Mar 20.
DOI: 10.1039/c3cs60416k
Abstrakt: This article reviews methods for converting allenes to strained, three-membered methylene heterocycles, and also covers the reactivity of these products. Specifically, the synthesis and reactivity of methylene aziridines, allene oxides/spirodiepoxides, methylene silacyclopropanes, methylene phosphiranes, and methylene thiiranes are described, including applications to the synthesis of complex molecules. Due to the primary focus on heterocyclic motifs, the all-carbon analogue of these species (methylene cyclopropane) is only briefly discussed.
Databáze: MEDLINE