Enantioselective Approach to the Hetisine Alkaloids. Synthesis of the 3-Methyl-1-aza-tricyclo[5.2.1.03,8]decane Core via Intramolecular Dipolar Cycloaddition
Year: 2005
Type: article
Abstract: [structure: see text]. An efficient, enantioselective approach to the hetisine class of the C(20)-diterpenoid alkaloids is described. The strategy involves an intramolecular oxidopyridinium dipolar cycloaddition as the key transformation, in which simultaneous formation of the C5-C6 and C10-C20 bonds in the 3-methyl-1-aza-tricyclo[5.2.1.0(3,8)]decane core of the hetisine alkaloids is effected.
Source: Organic Letters
DOI: 10.1021/ol051184v
Authors: Kevin M. Peese, David Y. Gin
Institution: University of Illinois Urbana-Champaign
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W2013935409