871695-96-4Relevant academic research and scientific papers
Regioselective and reductive cleavage of allyl ethers by NaBH 4-HOAc
Lin, Zi-Ping,Wong, Fung Fuh,Chen, Yen-Bo,Lin, Chun-Hung,Hsieh, Min-Tsang,Lien, Jin-Cherng,Chou, Yin-Hsuan,Lin, Hui-Chang
, p. 3991 - 3999 (2013/06/27)
β-Enaminals were successfully synthesized in good to excellent yields by the reaction of C2-formylglycals with primary amines. Subsequent reaction with NaBH4 in HOAc led to unexpected reductive cleavage of allyl ether, i.e., the hydrodealkoxylation took place to produce the corresponding 3-deoxy-β-enaminals. In contrast, the reaction of β-enaminals with Zn/HOAc performed H4-elimination to afford a diene product. The result was attributed to the formation of a common eneiminium ion intermediate, and the different reduction reactivity.
Synthesis of conformationally constrained C-glycosyl α- and β-amino acids and sugar-carbamino sugar hybrids via Diels-Alder Reaction
Jayakanthan,Vankar, Yashwant D.
, p. 5441 - 5444 (2007/10/03)
(Chemical Equation Presented) Sugar-derived dienes undergo Diels-Alder reactions with methyl α-nitro acrylate and ethyl β-nitro acrylate to form the corresponding cycloadducts which have been converted into conformationally constrained C-glycosyl α- and β
