Asymmetric Addition of Propargylic Silanes to Aldehydes Catalyzed by Chiral Phosphine-Silver Alkoxide Complex

Asymmetric Addition of Propargylic Silanes to Aldehydes Catalyzed by Chiral Phosphine-Silver Alkoxide Complex
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手性膦-醇银配合物催化炔丙硅烷与醛的不对称加成

DOI:
10.1002/slct.201802999
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发表时间:
2018
期刊:
影响因子:
2.1
通讯作者:
and A. Kawada
and A. Kawada
中科院分区:
化学4区
文献类型:
--
作者:
A. Yanagisawa;K. Bamba;and A. Kawada

文献摘要

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在氟化钾和甲醇的存在下,以DM - BINAP⋅agbf4配合物为手性预催化剂,以三乙胺为碱预催化剂,实现了丙炔硅烷与醛的不对称加成反应。通过原位合成的手性有机银,以中高的组合产率制备了光活性均烯醇和均丙醇。以高达95%的ee形成了主要的烯化醇。
A catalytic asymmetric addition of propargylic silanes to aldehydes was achieved using a DM‐BINAP⋅AgBF4complex as the chiral pre‐catalyst and triethylamine as the base pre‐catalyst in the presence of potassium fluoride and methanol. Optically active homoallenylic alcohols and homopropargylic alcohols were obtained in moderate to high combined yieldsviathe in situ generated chiral organosilver species. Allenylated alcohols were formed predominantly with up to 95% ee.