Synthesis

Dienolates Derived from Unsaturated Carboxylic Acids in Synthesis. Four-Carbon Annellation of Cycloalkanones; Improved Synthesis of Bicyclo [n. 4.0] alken-2-ones

P Ballester, A García-Raso, R Mestres

Index: Ballester, Pablo; Garcia-Raso, Angel; Mestres, Ramon Synthesis, 1985 , # 8 p. 802 - 806

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Citation Number: 15

Abstract

Bicycl0 [n. 4.0] al| icn-2-ones (8); General Procedure:(ienumlinn 1)/'LiI/riunr Ilir- '1liylmni11'e.'A mixture of lithium (0.56 g. 80 mmol). naphtlutlene (5. l 2 g, 40 mmol). and freshly distilled (from blue bcnzophenonc kctyl) tetrahydrotiuran (40 ml) is allowed to stand under argon in an ultrasonic bath for 10 min at 20 'C. Freshly distilled diethylamine (from Cal- l2: 8.34 ml, 80 mmol) is added dropwise (5 min) and the mixture is allowed to stand in the ...