Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile.

Organocatalyst-mediated enantioselective intramolecular aldol reaction featuring the rare combination of aldehyde as nucleophile and ketone as electrophile.
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DOI:
10.1021/jo0709100
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发表时间:
2007-07
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Y. Hayashi;Hiromi Sekizawa;Junichiro Yamaguchi;H. Gotoh
Y. Hayashi;Hiromi Sekizawa;Junichiro Yamaguchi;H. Gotoh
中科院分区:
其他
文献类型:
--
作者:
Y. Hayashi;Hiromi Sekizawa;Junichiro Yamaguchi;H. Gotoh

文献摘要

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2-(吡咯烷基甲基)吡咯烷的三氟乙酸盐被发现是不对称分子内羟醛反应的有效有机催化剂,提供具有高对映选择性的双环[4.3.0]壬烷衍生物,其中实现了醛作为亲核试剂和酮作为亲电子试剂的罕见组合。
The trifluoroacetic acid salt of 2-(pyrrolidinylmethyl)pyrrolidine was found to be an effective organocatalyst of an asymmetric intramolecular aldol reaction, affording bicyclo[4.3.0]nonane derivatives with a high enantioselectivity, in which the rare combination of aldehyde as a nucleophile and ketone as an electrophile was realized.