339184-87-1Relevant articles and documents
Indium triiodide catalysed one-step conversion of tetrahydropyranyl ethers to acetates with high selectivity
Ranu, Brindaban C.,Hajra, Alakananda
, p. 355 - 357 (2007/10/03)
Chemoselective one-step conversion of tetrahydropyranyl ethers of primary alcohols to corresponding acetates was carried out. The reaction occurred through an indium triiodide catalyzed transesterification process in ethyl acetate. The method provided advantages such as operational simplicity, acceptable reaction conditions to acid-sensitive functional groups and good yield.
Enantioselective synthesis of (-)-curcumanolide A using enzymatic transesterification of meso-spirodiol
Fujita, Toshiaki,Tanaka, Masakazu,Norimine, Yoshihiko,Suemune, Hiroshi,Sakai, Kiyoshi
, p. 3824 - 3830 (2007/10/03)
meso-Spirodiol 12 and spirodiacetate 13 were stereoselectively prepared using π-face selective Grignard addition to norbornanone 7. Asymmetric transesterification of meso-diol and hydrolysis of meso-diacetate were studied using lipases. Pseudomonas fluorescens lipase-catalyzed transesterification of meso-diol 12 afforded the monoacetate (-)-21 of high enantiomeric excess (> 99% ee). The formal synthesis of (-)-curcumanolide A has been achieved from the optically active (-)-21.