Controllable highly stereoselective reaction of in situ generated magnesium dienolate intermediates with different electrophiles.

作者: Zhan Lu , Guobi Chai , Xiaobing Zhang , Shengming Ma

DOI: 10.1021/OL8012815

关键词:

摘要: In this paper, we have described an efficient controllable stereoselective α-acylation and -allylation reaction of the magnesium dienolate intermediates generated in situ from Fe(III)-catalyzed between 2,3-allenoates Grignard reagents with different electrophiles to afford 2-acylated or allylated 3(Z)- (E)-alkenoates depending on nature conditions. The distinct stereoselectivity may be caused by isomerization metallic Z-1,3-dienoate E-1,3-dienoate via intermediacy anti-allylic MgCl syn-metallic species.

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