Tetrahedron

Reactions of the 1-halo-7-(2-hydroxyethoxy) cycloheptenes and the 3-halo-4-(2-hydroxyethoxy) bicyclo [3.2. 1] oct-2-enes with potassium t-butoxide

AT Bottini, BR Anderson, V Dev, KA Frost

Index: Bottini,A.T. et al. Tetrahedron, 1976 , vol. 32, p. 1613 - 1620

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Citation Number: 4

Abstract

Reactions of 1-bromo-7-(2-hydroxyethoxy) cycloheptene 2 and its chloro analogue 3 with potassium t-butoxide in dimethyl sulphoxide or tetrahydrofuran gave cycloheptatriene and cis-8, 11-dioxabicyclo [5.4. 0] undec-2-ene 18 as the major products together with small amounts of the trans-isomer 17, 8, 11-dioxabicyclo [5.4. 0] undec-1 (7)-ene 14, 8, 11- dioxabicyclo [5.4. 0]-undec-1-ene 19, cyclohept-2-enone ethylene ketal 15, cyclohept-3- ...