Answers are grounded in this paper and cite their sources.
[reaction: see text] A cyclopropanol fragmentation approach to the synthesis of oxepanes has been developed. This convergent strategy condenses cyclopropyl diols with aldehydes to form an acetal, which is subsequently rearranged to furnish a keto-oxepane. The reaction has been developed as a one-pot procedure, utilizing sequential addition of Al(OTf)3 and TiCl4. Yields range from 50 to 70% for the sequence. A Zimmerman-Traxler transition state disposing substituents in equatorial positions is consistent with the observed formation of strictly cis products.
No takes yet. Share an insight, caveat, or question.
O'Neil et al. (2005) studied this question.
Synapse has enriched 10 related papers. Consider them for comparative context: