E-mail a Wiley Online Library Link

Alexander Breder, Dr. Gary M. Chinigo, Dr. Andrew W. Waltman and Prof. Dr. Erick M. Carreira Towards the Synthesis of Massadine: A Unified Strategy for the Stereoselective Synthesis of the Carbocyclic C,D-Ring Subunit Chemistry - A European Journal 17

Article first published online: 20 SEP 2011 | DOI: 10.1002/chem.201101862

Thumbnail image of graphical abstract

Tying the knot: An efficient strategy for the stereocontrolled synthesis of the spirocyclic C,D-ring subunit of massadine (1) has been developed. Key operations in the construction of the D-ring were a Fleming norbornyl rearrangement, a highly regioselective endgroup-differentiating ozonolysis, and a radical decarboxylative hydroxylation. The spirocyclization (C-ring) was realized through a chemoselective oxidation of a primary alcohol.

Complete the form below and we will send an e-mail message containing a link to the selected article on your behalf

Required = Required Field