132905-90-9Relevant academic research and scientific papers
A Benzyne Insertion Approach to Hetisine-Type Diterpenoid Alkaloids: Synthesis of Cossonidine (Davisine)
Kou, Kevin G. M.,Pflueger, Jason J.,Kiho, Toshihiro,Morrill, Louis C.,Fisher, Ethan L.,Clagg, Kyle,Lebold, Terry P.,Kisunzu, Jessica K.,Sarpong, Richmond
, p. 8105 - 8109 (2018)
The hetisine-type natural products exhibit one of the most complex carbon skeletons within the diterpenoid alkaloid family. The use of network analysis has enabled a synthesis strategy to access alkaloids in this class with hydroxylation on the A-ring. Key transformations include a benzyne acyl-alkylation to construct a key fused 6-7-6 tricycle, a chemoselective nitrile reduction, and sequential C-N bond formations using a reductive cyclization and a photochemical hydroamination to construct an embedded azabicycle. Our strategy should enable access to myriad natural and unnatural products within the hetisine-type.
α-Haloalkyl Haloformates and Related Compounds 1. A Convenient Synthesis of Carbamates via Chloromethyl Carbamates
Patonay, Tamas,Patonay-Peli, Erzsebet,Mogyorodi, Ferenc
, p. 2865 - 2885 (2007/10/02)
The preparation of carbamates under mild conditions utilizing a new class of activated carbonates (containing chloromethyl function) is described.
