An unexpectedly facile cyclization of polyhydric alcohols

Org Lett. 2009 Aug 20;11(16):3722-5. doi: 10.1021/ol9013427.

Abstract

Contrary to previous reports in the literature, the reaction of polyhydric alcohols such as sorbitol or mannitol gives good yields of the tetrahydroxyoxepane derivative in the presence of an acid catalyst, in refluxing toluene, with complete retention of stereochemistry.