Chemistry of carbanions. XXVI. Synthesis of certain. gamma.-alkenyl,. alpha.,. beta.-unsaturated ketones

HO House, WC Liang, PD Weeks

文献索引：House,H.O. et al. Journal of Organic Chemistry, 1974 , vol. 39, p. 3102 - 3107

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被引用次数: 46

摘要

Alkylation of the a-carbon atom of isobutyraldehyde (3) was best accomplished by reaction of an alkyl halide with the corresponding lithium salt Sa of the imine 7 rather than with the lithium enolate 6. Reaction of the resulting alkylated aldehydes 16 with the ketone lithium enolate 20 afforded good yields of the aldols 21 which underwent acid-catalyzed dehydration to form the enones 22. The enone 22d was cyclized to the cyclopentane ...