203926-55-0Relevant articles and documents
Synthetic Studies toward the C32-C46 Segment of Hemicalide. Assignment of the Relative Configuration of the C36-C42 Subunit
Specklin, Simon,Boissonnat, Guillaume,Lecourt, Camille,Sorin, Geoffroy,Lannou, Marie-Isabelle,Ardisson, Janick,Sautel, Fran?ois,Massiot, Georges,Meyer, Christophe,Cossy, Janine
supporting information, p. 2446 - 2449 (2015/05/27)
The synthesis of five diastereomeric model compounds incorporating the C32-C46 segment of the antitumor marine natural product hemicalide has been achieved through a convergent approach relying on the 1,4-addition of an alkenyl boronate to an α,β-unsaturated δ-lactone followed by α-hydroxylation of an enolate and a Julia-Kocienski olefination. Comparison of the 1H and 13C NMR data of the model compounds with those of hemicalide enabled the assignment of the relative configuration of the C36-C42 subunit. (Chemical Equation Presented).
Total Synthesis of Cryptophycins-1, -3, -4, -24 (Arenastatin A), and -29, Cytotoxic Depsipeptides from Cyanobacteria of the Nostocaceae
White, James D.,Hong, Jian,Robarge, Lonnie A.
, p. 6206 - 6216 (2007/10/03)
A convergent synthesis of cryptophycins has been developed in which (5S,6R)-5-hydroxy-6-methyl-8-phenylocta-2(E),7(E)-dienoic acid (A) is coupled with an amino acid segment (B). Two stereo-selective routes to A are described, the first employing allylatio