130892-17-0Relevant academic research and scientific papers
Taxane diterpenes 1. Control of relative and absolute stereochemistry in intramolecular pyrylium ylide-alkene cyclizations for the synthesis of taxol precursors
Bauta, William E.,Booth, John,Bos, Mary E.,DeLuca, Mark,Diorazio, Louis,Donohoe, Timothy J.,Frost, Christopher,Magnus, Nicholas,Magnus, Philip,Mendoza, Jose,Pye, Philip,Tarrant, James G.,Thom, Stephen,Ujjainwalla, Feroze
, p. 14081 - 14102 (2007/10/03)
Intramolecular pyrylium ylide-alkene cyclizations provide control of the absolute stereochemistry at the crucial C-19 angular methyl group, and leads to bicyclo[5.4.03,8]undecenones that contain the structral elements of the B/C rings of the taxanes.
New strategy for the synthesis of the taxane diterpenes: Formation of the BC-rings of taxol via a [5+2]-pyrylium ylide-alkene cyclization, ring expansion strategy
Bauta, William,Booth, John,Bos, Mary Ellen,DeLuca, Mark,Diorazio, Louis,Donohoe, Timothy,Magnus, Nicholas,Magnus, Philip,Mendoza, Jose,Pye, Philip,Tarrant, James,Thom, Stephen,Ujjainwalla, Feroze
, p. 5327 - 5330 (2007/10/02)
The BC-rings of taxol can be synthesized using an intramolecular [5+2]- pyrylium ylide-alkene cyclization, followed by gem-methylcyclopropanation and reductive cleavage of the internal cyclopropane bond.
