高非对映选择性和对映选择性的给体-受体环丁烷与硝酮的形式[4 + 3]环加成。
Highly diastereoselective and enantioselective formal [4 + 3] cycloaddition of donor-acceptor cyclobutanes with nitrones.
机构信息
†The State Key Laboratory of Organometallic Chemistry and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
§Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong, China.
出版信息
Org Lett. 2015 Jun 5;17(11):2680-3. doi: 10.1021/acs.orglett.5b01077. Epub 2015 May 14.
The first highly diastereoselective and enantioselective catalytic formal [4 + 3] cycloaddition of 1,1-cyclobutane diester with nitrone has been developed. Sterically hindered chiral SaBOX/Cu(II) complex promotes the reaction efficiently with a broad substrate scope, producing a range of multifunctionalized optically active 1,2-oxazepanes with excellent stereocontrol (up to >99/1 dr and 97% ee).
首次发展了高度非对映选择性和对映选择性的催化[4 + 3]环加成反应，即 1,1-环丁烷二酯与硝酮的反应。空间位阻大的手性 SaBOX/Cu(II) 配合物高效地促进了反应，具有广泛的底物范围，生成了一系列具有优异立体控制的多功能光学活性 1,2-噁嗪烷（高达＞99/1 dr 和 97%ee）。
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