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Title: Synthesis of pterostilbene by Julie Olefination

item PEDDIKOTLA, PRABHAKAR - University Of Mississippi
item KHAN, IKHLAS - University Of Mississippi
item CHITTIBOYINA, AMAR - University Of Mississippi

Submitted to: Synthetic Communications
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 3/4/2013
Publication Date: 4/1/2013
Citation: Peddikotla, P., Khan, I.A., Chittiboyina, A.G. 2013. Synthesis of pterostilbene by Julie Olefination. Synthetic Communications. 78:43-50.

Interpretive Summary: Synthesis of pterostilbene on a gram scale by Julia olefination has been achieved with good yield from inexpensive and readily available starting materials. In the future, we plan to continue to explore other potential synthetic alternatives including metal catalyzed reactions to prepare biologically significant stilbenes in a fewer number of steps with improved overall yields.

Technical Abstract: A simple, stereoselective route for the synthesis of the biologically active compounds trans-pterostilbene and tetramethoxy stilbene from the readily available starting materials 3,5-dimethoxy benzyl alcohol and 4-hydroxy benzaldehyde was developed using Julia olefination as a key reaction.