Inter??and Intramolecular [2+ 2]??Photocycloaddition of Tetronates− Stereoselectivity, Mechanism, Scope and Synthetic Applications

M Kemmler, E Herdtweck, T Bach

Index: Kemmler, Michael; Herdtweck, Eberhardt; Bach, Thorsten European Journal of Organic Chemistry, 2004 , # 22 p. 4582 - 4595

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Citation Number: 16

Abstract

Abstract [2+ 2]-photocycloaddition reactions of various tetronates (3− 8, 12, 16, 20, 37) have been examined. The tetronates were prepared from the corresponding tetronic acid by O- alkylation with an alkyl bromide or with an alcohol (Mitsunobu protocol). If the photocycloaddition reaction (λ= 254 nm, solvent: diethyl ether or tert-butyl alcohol) was carried out in an intramolecular fashion the tri-and tetracyclic products 21− 23, 27− 36 ...