Chiral Oxazaborolidine‐Catalyzed Asymmetric Borane Reduction of Alkyl 4‐Dialkylaminophenyl Ketones

Chiral Oxazaborolidine‐Catalyzed Asymmetric Borane Reduction of Alkyl 4‐Dialkylaminophenyl Ketones
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DOI:
10.1002/chin.200610040
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发表时间:
2005-10
期刊:
ChemInform
影响因子:
--
通讯作者:
Jiaxi Xu;Y. Lan;Tiezheng Wei;Qihan Zhang
Jiaxi Xu;Y. Lan;Tiezheng Wei;Qihan Zhang
中科院分区:
其他
文献类型:
--
作者:
Jiaxi Xu;Y. Lan;Tiezheng Wei;Qihan Zhang

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合成了一系列烷基4-二烷氨基苯基酮,并在手性恶唑硼烷催化下用硼烷进行了不对称还原。结果表明,在不对称还原反应中,由于催化剂和硼烷中存在与硼原子配位的强配位氮原子,酮比相应的4-烷基/烷氧基/烷硫基苯基酮对不对称还原反应的对映选择性表现出更明显的取代基效应.
A series of alkyl 4-dialkylaminophenyl ketones were prepared and reduced asymmetrically by borane under the chiral oxazaborolidine catalysis. The results indicate that the ketones show a more obvious substituent effect on the enantioselectivity than the corresponding 4-alkyl/alkoxy/alkylthiophenyl ketones in the asymmetric reduction because of the existence of a strong coordinate nitrogen atom with the boron atom in the catalyst and borane.