Asymmetric Synthesis of Hydroxy N,O-Heterobicyclic Octanes
DOI: https://doi.org/10.55373/mjchem.v24i2.223
Keywords: N,O-heterobicyclic octane: anticancer; retronecine; cis-butyrolactone
Abstract
A new asymmetric synthesis of several hydroxy N,O-heterobicyclic octanes is described in this paper. The synthesis employed Salen catalysed epoxide ring opening of the starting material meso-cyclohexene followed by the azide reduction and NBoc protection of (1S,6S)-6-azido-3-cyclohexenol, allylic hydroxylation and lactonization with final carbonyl reduction to produce hydroxy N,O-heterobicyclic octane.