Tishchenko reactions of aldehydes promoted by diisobutylaluminum hydride and its application to the macrocyclic lactone formation
YS Hon, YC Wong, CP Chang, CH Hsieh
Index: Hon, Yung-Son; Wong, Ying-Chieh; Chang, Chun-Ping; Hsieh, Cheng-Han Tetrahedron, 2007 , vol. 63, # 46 p. 11325 - 11340
Full Text: HTML
Citation Number: 29
Abstract
Aliphatic aldehydes react with catalytic amount of Dibal-H in n-pentane to give the corresponding Tishchenko products in good to excellent yields. On contrary, α-silyloxy aldehydes give α-silyloxy ketones via Oppenauer oxidation under similar condition. Tishchenko reaction of ω-alkene aldehydes followed by RCM and hydrogenation affords a convenient method to prepare the 11–37 membered macrocyclic lactones.
Related Articles:
Durinskiol B: A new durinskiol congener from the symbiotic marine dinoflagellate Durinskia sp.
[Siwu, Eric Richard Oktavianus; Ohno, Osamu; Kita, Masaki; Uemura, Daisuke Chemistry Letters, 2008 , vol. 37, # 3 p. 236 - 237]