98540-11-5Relevant academic research and scientific papers
Core structure of eremophilanes and bakkanes through niobium catalyzed Diels-Alder reaction: Synthesis of (±)-bakkenolide A
Constantino, Mauricio G.,De Oliveira, Kleber T.,Polo, Ellen C.,Da Silva, Gil V. J.,Brocksom, Timothy J.
, p. 9880 - 9883 (2007/10/03)
A suitable intermediate for the synthesis of eremophilanes and bakkanes was prepared by a highly regioselective and stereoselective one-step synthesis through a niobium catalyzed Diels-Alder reaction. As a demonstration of the versatility of this intermed
First comprehensive bakkane approach: Stereoselective and efficient dichloroketene-based total syntheses of (±)- and (-)-9-acetoxyfukinanolide, (±)- and (+)-bakkenolide a, (-)-bakkenolides III, B, C, H, L, V, and X, (±)- and (-)-homogynolide A, (±)-homogynolide B, and (±)-palmosalide C
Brocksom, Timothy J.,Coelho, Fernando,Depres, Jean-Pierre,Greene, Andrew E.,Freire de Lima, Marco E.,Hamelin, Olivier,Hartmann, Benoit,Kanazawa, Alice M.,Wang, Yanyun
, p. 15313 - 15325 (2007/10/03)
Cycloaddition of dichloroketene with dimethylcyclohexenes has been used as the key reaction in an efficient, general approach to the bakkanes. New methods and methodologies that have been developed in this work include spiro β-methylene-γ-butyrolactonizations, a vicinal dicarboxylation, an angelic ester preparation, a transesterification, an epoxy ketone double reduction, and a retro aldol-aldol approach to low-energy aldol isomers.
An Approach to the Bakkanes. A Short, Stereocontrolled Total Synthesis of (+/-)-Bakkenolide A
Greene, Andrew E.,Depres, Jean-Pierre,Coelho, Fernando,Brocksom, Timothy J.
, p. 3943 - 3945 (2007/10/02)
A stereoselective total synthesis of (+/-)-bakkenolide A (fukinanolide) has been efficiently achieved in six steps.
