Articles written in Journal of Chemical Sciences
Volume 126 Issue 6 November 2014 pp 1841-1847 Regular Articles
(𝑆)-Garner aldehyde derived Baylis-Hillman adduct: A potential substrate for the synthesis of D-$lyxo$ phytosphinosine analogue
Gulshan Kumar Amanpreet Kaur Vasundhara Singh
A short, facile and efficient synthesis of D-lyxo-phytosphingosine analogue has been achieved. The key steps involved are the Baylis-Hillman reaction of (S)-Garner aldehyde with methyl acrylate to obtain the corresponding adduct as the potential substrate, to which was added decylmagnesium bromide to obtain the E-trisubstituted alkene followed by OsO4/NMO mediated dihydroxylation gave the desired D-lyxophytosphingosine analogue intermediate diol which on acid hydrolysis resulted in the formation of the target molecule in good yield.
Volume 135, 2023
Continuous Article Publishing mode
Click here for Editorial Note on CAP Mode