156263-57-9Relevant academic research and scientific papers
Evolution of a strategy for total synthesis of the marine fungal alkaloid (±)-communesin F
Seo, Jae Hong,Liu, Peng,Weinreb, Steven M.
supporting information; experimental part, p. 2667 - 2680 (2010/06/20)
A new synthetic strategy for construction of the heptacyclic marine fungal alkaloid (±)-communesin F has been devised. Key reactions include an intramolecular Heck cyclization of a tetrasubstituted alkene to generate a tetracyclic enamide bearing one of the quaternary carbon centers (C7) of the alkaloid, an intramolecular reductive cyclization of an N-Boc aniline onto the oxindole moiety to form a pentacyclic framework containing the southern aminal, a stereoselective N-Boc-lactam enolate C-allylation to introduce the second quaternary carbon center (C8), and an azide reduction/N-Boc-lactam-opening cascade leading to the northern aminal.
Tandem radical cyclisations: Synthesis of lysergic acid derivatives
Ozlu,Cladingboel,Parsons
, p. 2183 - 2206 (2007/10/02)
A novel free radical cyclisation approach for the synthesis of lysergic acid analogues has been investigated. The homolytic cleavage of carbon- bromine bond, mediated by tri-n-butyltin hydride, led to the development of a method for the construction of 3,
