A convenient synthesis of vinyl spiro epoxides from. alpha.,. beta.-unsaturated ketones

SP Tanis, MC McMills, PM Herrinton

Index: Tanis, Steven P.; McMills, Mark C.; Herrinton, Paul M. Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5887 - 5889

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Citation Number: 14

Abstract

3 4 poured over 500 g of ice. This mixture was extracted with CH2C12 (3 x 200 mL), and the combined organic layers were dried over MgSO,, filtered, and concentrated under reduced pressure to yield 8.2 g (88%) of 2 as pale yellow crystals: mp 146-147" C (lit. 6 147" C);'H NMR (CDC13) 6 7.7-7.0 (m, 4 H), 3.14 (s, 4 H), 3.10 (m, 2 H), 2.62 (m, 2 H), 2.12 (m, 2 H); IR (KBr) 2940, 2910, 2860, 2810, 1655, 1390, 1340, 1175, 765, 758 cm-'.