cyclopropanol

Description

Cyclopropanols can be readily synthesized via synthetic transformations such as the Kulinkovich cyclopropanation and the Simmons-Smith reaction [1]. Due to the high strains built intrinsically in the three-membered ring, cyclopropanols and their derivatives are highly reactive and can undergo various ring opening/expansion/fragmentation reactions. A significant amount of these ring opening/expansion/fragmentation reactions are catalyzed/promoted by transition metal complexes. In many of these cases, cyclopropanols and their derivatives are considered as the equivalents of homoenolates or β-alkyl radicals.

Uses

Cyclopropanol is a basic building block.

Definition

ChEBI: Cyclopropanol is a cyclopropane in which a hydrogen atom is replaced by a hydroxy group. It is a member of cyclopropanes and an aliphatic alcohol.

References

[1] Xinpei Cai, Mingji Dai, Weida Liang. “Total syntheses via cyclopropanols.” Tetrahedron 75 2 (2019): Pages 193-208.