117828-47-4Relevant academic research and scientific papers
Synthesis of the Novel Anti-leukaemic Tetrahydrocyclopentabenzofuran, Rocaglamide and Related Synthetic Studies
Davey, Andrew E.,Schaeffer, Marcel J.,Taylor, Richard J. K.
, p. 2657 - 2666 (2007/10/02)
Two approaches to the rocaglamide tricyclic skeleton are described.The first, which employs an unusual dithianyl anion to carbonyl addition reaction, provides access to α-phenyl rocaglamide analogues.The second route involves an intramolecular keto aldehyde pinacolic coupling in the key step and can be used for the preparation of a whole range of rocaglamide analogues possessing both α- and β-phenyl substituents.A total synthesis of rocaglamide, in racemic form, is described using this second approach.The synthetic route commences with phloroglucinol, an inexpensive and readily-available starting material, and takes only 8/9 steps giving an overall yield > 6percent.The synthesis of 1-epi-rocaglamide 29b is also described.
A Synthetic Approach to Rocaglamide via Reductive Cyclization of δ-Keto Nitriles
Kraus, George A.,Sy, James O.
, p. 77 - 83 (2007/10/02)
The anticancer agent rocaglamide contains a novel bicyclooctanol structure.The approach to this molecule involved the preparation of a hydroxy ketone intermediate via a samarium-mediated cyclization.This ketone was then converted into an excellent
