Abstract
O-t-Butyldimethylsilyl enol ethers deriving from simple cyclic ketones acted as efficient dienophiles in the Lewis acid-catalyzed heterocycloadditions with methyl benzylidenepyruvate 1. Good selectivities were observed with cyclohexanone derivatives. Using Eu(fod) 3, the dienophile 2b led to the expected endo adduct 3b (93–97%). When using SnCl 4, the major product (89–95%) was found to be the “abnormal” adduct 5b with a trans ring junction.
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