86771-48-4Relevant academic research and scientific papers
Synthesis of (-)-amphidinolide K fragment C9-C22
Andreou, Thanos,Costa, Anna M.,Esteban, Laia,Gonzalez, Lluisa,Mas, Gemma,Vilarrasa, Jaume
, p. 4083 - 4086 (2007/10/03)
(Chemical Equation Presented) The key fragment (2a or 2b) in a total synthesis of the cytotoxic macrolide (-)-amphidinolide K (1) has been achieved from synthons C9-C14 (3) and C15-C22 (4), which have both been prepared from glutamic acid in good overall yields.
Total synthesis of fostriecin (CI-920)
Boger,Ichikawa,Zhong
, p. 4161 - 4167 (2007/10/03)
The first total synthesis of the potent antitumor agent fostriecin (CI-920) is described, confirming the relative and absolute stereochemistry assignments. Fostriecin is a unique phosphate monoester which exhibits weak topoisomerase II inhibition (IC
Stereoselective synthesis of C5-C20 and C21-C34 subunits of the core structure of the aplyronines. Applications of enantioselective additions of chiral allenylindium reagents to chiral aldehydes
Marshall, James A.,Johns, Brian A.
, p. 1501 - 1510 (2007/10/03)
The stereoselective synthesis of a C5-C20 and a C21-C34 subunit of the aplyronine family of polyketide marine macrolides has been achieved. These subunits contain all 15 stereocenters of the core structure. Six of the 15 stereocenters were introduced through enantioselective and diastereoselective additions of chiral allenylindium reagents to α-methyl-β-oxygenated propionaldehydes. The products of these additions were further transformed by reactions involving the terminal alkynyl substituent produced in the addition reactions. Unlike previous applications of this methodology, the present synthesis employs Pd(0)-catalyzed transmetalations of chiral allenylpalladium intermediates to generate the chiral allenylindium reagents in situ.
