189635-63-0Relevant academic research and scientific papers
Synthetic Studies toward the C14-C29 Fragment of Mirabalin
Cornil, Johan,Echeverria, Pierre-Georges,Reymond, Sébastien,Phansavath, Phannarath,Ratovelomanana-Vidal, Virginie,Guérinot, Amandine,Cossy, Janine
supporting information, p. 4534 - 4537 (2016/09/28)
A convergent synthesis of one isomer of the C14-C29 fragment of mirabalin is disclosed. The key steps include a Marshall allenylation, a Mukaiyama aldol reaction and a Crimmins aldolization, which allow the control of 10 out of 25 stereogenic centers pres
Total synthesis of (-)-isoamericanin A and (+)-isoamericanol A
Pilkington, Lisa I.,Barker, David
, p. 1037 - 1046 (2014/03/21)
The enantioselective total synthesis of the biologically active 1,4-benzodioxane lignans isoamericanin A (2) and isoamericanol A (3) has been achieved in 11 and 12 steps, respectively. These benzodioxane lignan natural products, and others that contain 9-hydroxymethyl group, show a wide range of biological properties. The 1,4-benzodioxane ring was formed by an acid-catalysed cyclisation, which gave the desired trans isomer exclusively. This method will allow the synthesis of a number of benzodioxane compounds containing a 9-hydroxymethyl group The total syntheses of (-)-isoamericanin A and (+)-isoamericanol A are described. The key steps were a Mitsunobu etherification and the acid-catalysed formation of the 1,4-benzodioxane moiety with exclusive formation of the desired trans isomer. Copyright
Total Synthesis of (-)-Isoamericanin A and (+)-Isoamericanol A
Pilkington, Lisa I.,Barker, David
, p. 1037 - 1046 (2015/10/05)
The enantioselective total synthesis of the biologically active 1,4-benzodioxane lignans isoamericanin A (2) and isoamericanol A (3) has been achieved in 11 and 12 steps, respectively. These benzodioxane lignan natural products, and others that contain 9-hydroxymethyl group, show a wide range of biological properties. The 1,4-benzodioxane ring was formed by an acid-catalysed cyclisation, which gave the desired trans isomer exclusively. This method will allow the synthesis of a number of benzodioxane compounds containing a 9-hydroxymethyl group The total syntheses of (-)-isoamericanin A and (+)-isoamericanol A are described. The key steps were a Mitsunobu etherification and the acid-catalysed formation of the 1,4-benzodioxane moiety with exclusive formation of the desired trans isomer.
Synthesis of migrastatin and its macrolide core
Reymond, Sébastien,Cossy, Janine
, p. 5918 - 5929 (2008/02/02)
Migrastatin and its macrolactone subunit are potent antimetastatic agents. Both were synthesized by using a ring-closing metathesis (RCM) to establish the macrolactone core, and the control of the (Z)-trisubstituted double bond at C11-C12 was achieved by?
Total synthesis of (+)-migrastatin
Reymond, Sebastien,Cossy, Janine
, p. 4800 - 4804 (2007/10/03)
(+)-Migrastatin, an antimetastatic agent, was synthesized by using three ruthenium-catalyzed metathesis reactions: a ring-closing metathesis (RCM) to control the (Z)-trisubstituted double bond at C11-C12, another RCM at C6-C7 to establish the macrolactone
Stereochemical assignment of the C1-C6 fragment of psymberin by synthesis and natural product degradation
Green, Michael E.,Rech, Jason C.,Floreancig, Paul E.
, p. 4117 - 4120 (2007/10/03)
(Chemical Equation Presented) Psymberin is a sponge-derived natural product that shows striking selectivity as a cytotoxic agent. Conformational mobility has precluded stereochemical assignment for the acyl fragment of this molecule (psymberic acid) by NM
