Asymmetric Formal [3+2] Cycloaddition Reaction of Succinaldehyde and Nitro­alkene Catalyzed by Diphenylprolinol Silyl Ether

Asymmetric Formal [3+2] Cycloaddition Reaction of Succinaldehyde and Nitro­alkene Catalyzed by Diphenylprolinol Silyl Ether
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琥珀醛与硝基的不对称形式[3 2]环加成反应

DOI:
10.1002/ejoc.201500623
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发表时间:
2015
期刊:
Eur. J. Org. Chem.
影响因子:
--
通讯作者:
Y. Hayashi
Y. Hayashi
中科院分区:
--
文献类型:
--
作者:
S. Umemiya;Y. Hayashi

文献摘要

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发现硝基烯烃与琥珀醛的对映选择性多米诺迈克尔/亨利反应在使用二苯基脯氨醇甲硅烷基醚作为有机催化剂时有效地进行。用 Ac2O 和吡啶处理 Michael 产物后,该反应得到具有优异非对映选择性和对映选择性的顺式二取代硝基戊烯。
The enantioselective domino Michael/Henry reaction of nitroalkenes with succinaldehyde was found to proceed efficiently upon using diphenylprolinol silyl ether as the organocatalyst. The reaction affordscis‐disubstituted nitropentenes with excellent diastereoselectivities and enantioselectivities after treatment of the Michael product with Ac2O and pyridine.