Benary共轭醛合成反应

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烯基卤代物金属化后(锂反应得到烯基锂盐或制备得到格氏试剂)与烯胺基醛反应得到共轭不饱和醛的反应。反应产率不高。


反应机理


反应操作

Aldehyde (3) (via Grignard reagent).  A solution of bromide 1 (4.42 g, 25 mmol) and Mg (0.6 g, 25 mmol) in THF was treated with 2 (4.02 g, 25 mmol). Usual workup gave 1.32 g of 3 (33%), bp 95–103 C, as a mixture of 12% (E, Z) and 88% (E, E).

【Naef F, Helv Chim Acta., 1974, 57, 1309】


相关文献

1 Benary E Chem Ber 1930 63 1573

2 Normant H Compt Rendu 1958 247 1744

3 Schiess P Helv Chim Acta 1972 55 2363

4 Na¨ef F Helv Chim Acta 1974 57 1309

5 Kuroda H Tetrahedron 2004 60 1913

6 Langer P Synthesis 2008 3877


编译自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 40-41.

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