81112-84-7Relevant academic research and scientific papers
Asymmetric vinylogous aldol reaction of silyloxy furans with a chiral organic salt
Singh, Ravi P.,Foxman, Bruce M.,Deng, Li
supporting information; experimental part, p. 9558 - 9560 (2010/08/20)
Despite their synthetic significance there is a general lack of asymmetric vinylogous aldol reactions that tolerate variations of both the silyloxy furans and aldehydes. We have developed a new chiral organic catalyst based on a carboxylate-ammonium salt prepared from a thiourea-amine and a carboxylic acid. This new catalyst enabled us to develop an efficient asymmetric vinylogous aldol reaction of unprecedented scope with respect to both 2-trimethylsilyloxy furans and aldehydes.
Enantioselective addition of 2-(trimethylsilyloxy)furan to aldehydes using Cr(salen) as catalyst. Effect of water on enantioselectivity
Matsuoka, Yuko,Irie, Ryo,Katsuki, Tsutomu
, p. 584 - 585 (2007/10/03)
Cationic (R,R)-Cr(salen) complex 2 was found to catalyze enantioselective addition of 2-(trimethylsilyloxy)furan to aldehydes to give 5-substituted butenolides, though diastereoselectivity was only modest. The presence of a small amount of water is essential for achieving high enantioselectivity.
SYNTHESIS OF 4-YLIDENEBUTENOLIDES FROM 2-TRIMETHYLSILOXYFURAN
Asaoka, Morio,Yanagida, Noboru,Ishibashi, Keiji,Takei, Hisashi
, p. 4269 - 4270 (2007/10/02)
Dehydration or dealkoxylation of the reaction products of various aldehydes, ketones, and acetals with 2-trimethylsiloxyfuran gave corresponding 4-ylidenebutenolides in good to high overall yields.
