EaStCHEM, School of Chemistry, University of Edinburgh, Joseph Black Building, The King's Buildings, West Mains Road, Edinburgh EH9 3JJ (UK); School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD (UK) http://www.nottingham.ac.uk/∼pczhl.
Angew Chem Int Ed Engl. 2014 Apr 14;53(16):4186-90. doi: 10.1002/anie.201310380. Epub 2014 Mar 12.
Chiral secondary allylboronates are obtained in high enantioselectivities and 1,6:1,4 ratios by the copper-catalyzed 1,6-boration of electron-deficient dienes with bis(pinacolato)diboron (B2(pin)2). The reactions proceed efficiently using catalyst loadings as low as 0.0049 mol %. The allylboronates may be oxidized to the allylic alcohols, and can be used in stereoselective aldehyde allylborations. This process was applied to a concise synthesis of atorvastatin, in which the key 1,6-boration was performed using only a 0.02 mol % catalyst loading.
手性仲烯丙基硼酸酯可由缺电子二烯与频哪醇硼酸酯（B2(pin)2）的铜催化 1,6-硼化反应以高对映选择性和 1,6:1,4 的比例得到。使用低至 0.0049 mol%的催化剂负载量即可有效地进行反应。烯丙基硼酸酯可被氧化为烯丙基醇，并且可用于立体选择性醛烯丙基硼化反应。该过程被应用于阿托伐他汀的简洁合成中，其中仅使用 0.02 mol%的催化剂负载量即可进行关键的 1,6-硼化反应。
