手性异噁唑啉介导的立体选择性反转α-芳基化甲基酮。
Chiral isoxazolidine-mediated stereoselective umpolung α-phenylation of methyl ketones.
机构信息
Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan.
出版信息
Org Biomol Chem. 2018 Nov 28;16(46):8940-8943. doi: 10.1039/c8ob02480d.
PMID:30451259
Abstract
An effective asymmetric α-phenylation of methyl ketones with triphenylaluminium in the presence of (+)-benzopyranoisoxazolidine has been developed. The reaction proceeds via the in situ formation of a chiral N-alkoxyenamine and the subsequent diastereoselective nucleophilic phenylation to provide α-phenylated products in moderate to good yields, with high enantioselectivities.
摘要
在（+）-苯并吡喃异噁唑烷的存在下，三苯基铝实现了甲基酮的有效不对称 α-芳基化。该反应通过原位形成手性 N-烷氧基烯胺和随后的立体选择性亲核苯化进行，以中等至良好的收率提供 α-芳基化产物，具有高对映选择性。
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