1621614-80-9Relevant academic research and scientific papers
An unusual Wittig reaction with sugar derivatives: Exclusive formation of a 4-deoxy analogue of α-galactosyl ceramide
Sawant, Ratnnadeep C.,Lih, Yu-Hsuan,Yang, Shih-An,Yeh, Chun-Hong,Tai, Hung-Ju,Huang, Chung-Li,Lin, Hua-Shuan,Badsara, Satpal Singh,Luo, Shun-Yuan
, p. 26524 - 26534 (2014)
The Wittig reaction of the pyrano-type reducing sugars undergoes an unexpected formation of dienes through the elimination of a benzyloxy group in the presence of t-BuOK. LiHMDS is used rather than t-BuOK to prevent alcohol elimination in the same sugar derivatives. Collectively, t-BuOK has unusual functions in the Wittig reaction that correspond with other bases such as LiHMDS, NaH, and n-BuLi. This unusual function of t-BuOK showed that a unique 4-deoxy-5-hydroxyl analogue 2 of α-galactosyl ceramide was formed exclusively.
