Moosa Basem A, Ali Shaikh A
Chemistry Department, King Fahd University of Petroleum and Minerals, Dhahran 31261, Saudi Arabia.
Nat Prod Commun. 2010 Aug;5(8):1191-4.
The cycloaddition reaction of 6-pentyl-3,4,5,6-tetrahydropyridine 1-oxide with butyl vinyl ether was used as a key step in the short stereoselective racemic synthesis of ladybird beetle alkaloid, 2-epicalvine. The cycloadduct was subjected to quatemization with 2-bromoethanol, followed by ring opening and lactonization to afford the natural product in a one-pot reaction.
