• (𝑆)-Garner aldehyde derived Baylis-Hillman adduct: A potential substrate for the synthesis of D-$lyxo$ phytosphinosine analogue

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    • Keywords


      Baylis-Hillman acetates; decylmagnesium bromide; (S)-garner aldehyde; D-lyxophytosphingosine; OsO4/NMO dihydroxylation.

    • Abstract


      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.

    • Author Affiliations


      Gulshan Kumar1 Amanpreet Kaur1 Vasundhara Singh1

      1. Department of Applied Sciences (Chemistry), PEC University of Technology, Chandigarh 160 012, India
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