前往化源商城

Tetrahedron letters

Aldolisation-type reaction versus Michael-type addition. Hemiacetal vinylogs: Versatile synthons.

P Duhamel, J Guillemont, JM Poirier, P Chabardes

文献索引:Duhamel; Guillemont; Poirier; Chabardes Tetrahedron Letters, 1993 , vol. 34, # 26 p. 4197 - 4200

全文:HTML全文

被引用次数: 2

摘要

Abstract Depending on the steric hindrance of the reaction centers, hemiacetal vinylogs 1 in the presence of BF 3. OEt 2 can, with enol ethers, lead to a Michael-type addition (4) or an aldolisation-type reaction (3). Hemiacetal vinylog 1b always yields the second reaction leading to β-methoxy-γ, δ-ethylenic carbonyl compounds 4 precursors of polyenic carbonyl compounds 5. Crotonaldehyde and methanol can be used instead of compound 1b.