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An Unexpected Phosphine-Catalyzed Regio- and Diastereoselective [4+1] Annulation Reaction of Modified Allylic Compounds with Activated Enones
被引:118
|作者:
Chen, Zuliang
[1
]
Zhang, Junliang
[1
,2
]
机构:
[1] E China Normal Univ, Dept Chem, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词:
annulation reactions;
diastereoselectivity;
dihydrofurans;
enynes;
phosphines;
BAYLIS-HILLMAN REACTION;
ONE-POT SYNTHESIS;
NUCLEOPHILIC-ADDITION;
GAMMA-BUTENOLIDES;
ACETATES;
ALLENES;
CARBON;
CYCLOADDITIONS;
CONSTRUCTION;
IMINES;
D O I:
10.1002/asia.201000193
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
In summary, we have discovered an unexpected phosphinecatalyzed regio-and diastereoselective [4+1] annulation reaction of readily available Morita-Baylis-Hillman carbonates and activated enones, which provided a simple, efficient, and practical method for the synthesis of highly functionalized 2,3-dihydrofurans. Further studies will focus on the development of related organocatalytic transformations of activated enones, as well as synthetic applications of the functionalized 2,3-dihydrofurans. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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页码:1542 / 1545
页数:4
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