138906-97-5Relevant academic research and scientific papers
The Synthesis and Absolute Configuration of the Novel Ichthyotoxic Diacylglycerols, Umbraculumin A and Umbraculumin C
Medeiros, Edna Faria De,Herbert, John M.,Taylor, Richard J. K.
, p. 2725 - 2730 (2007/10/02)
The total syntheses of umbraculumin A 1 and umbraculumin C 2 in homochiral form are described.Noteworthy steps involve (i) the preparation of the key Z,E-acid 10 by organolithium addition to pyrylium salts, (ii) the use of the 4-methoxyphenylmethyl protecting group for the preparation of 1,2-diacyl glycerols and its removal using trifluoroacetic acid-anisole without significant acyl migration (DDQ removal having proved inefficient) and (iii) a new procedure for the stereoselective preparation of (Z)- and (E)-3-methylthiopropenoic acid.
THE SYNTHESIS AND ABSOLUTE CONFIGURATION OF THE NOVEL ICHTHYOTOXIC DIACYLGLYCEROL, UMBRACULUMIN A
Medeiros, Edna Faria De,Herbert, John M.,Taylor, Richard J. K.
, p. 5843 - 5844 (2007/10/02)
A total synthesis of umbraculumin A (1) in homochiral form is described.
