对映选择性催化环间酮-烯反应。
Enantioselective catalytic transannular ketone-ene reactions.
机构信息
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
出版信息
Org Lett. 2013 Aug 16;15(16):4238-41. doi: 10.1021/ol401968m. Epub 2013 Aug 8.
Abstract
Highly enantio- and diastereoselective transannular ketone-ene reactions are catalyzed by a new chromium(III) triflate tridentate Schiff base complex. Electronically unactivated keto-olefins undergo heteroene reactions at ambient temperature to afford enantioenriched bicyclic alcohols, common structural motifs in natural products. The kinetic resolution of a configurationally stable planar-chiral cyclodecenone is also described.
摘要
新型三价铬三氟甲磺酸酯三齿席夫碱配合物可高对映选择性和非对映选择性地催化环间酮-烯反应。在环境温度下，电子非活化的酮-烯烃发生杂原子烯反应，生成具有对映体过量的双环醇，这是天然产物中的常见结构基序。此外，还描述了构型稳定的平面手性环癸烯酮的动力学拆分。
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