title: Serendipitously discovered diazomethane-mediated novel molecular rearrangements of norbornyl alpha-ketohemiketals.
abstract: [reaction: see text] Unprecedented molecular rearrangements during diazomethane-mediated reaction of norbornyl alpha-ketohemiketals leading to novel molecular entities are presented. A dramatic change in the reaction outcome was noted for five- and six-membered alpha-ketohemiketals: the former predominantly furnished rearranged bicyclic products involving migration of the gamma-alkoxy group, and the latter furnished the oxetane derivative as the major product. Interestingly, six-membered O-methyl-ketal yielded a product arising from the migration of the vicinal alkoxy group.
authors: Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India. faiz@iitk.ac.in
authors: Faiz Ahmed
authors: FA
authors: Khan
authors: G Hari Mangeswara
authors: GH
authors: Rao
authors: Rashmirekha
authors: R
authors: Satapathy
authors: Karuppasamy
authors: K
authors: Parasuraman