Zhejiang Provincial Key Laboratory for Chemical & Biochemical Processing Technology of Farm Products, School of Biological and Chemical Engineering, Zhejiang University of Science and Technology, No. 318 Liuhe Road, Hangzhou, 310023 (China); Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore (NUS), 3 Science Drive 3, Singapore 117543 (Singapore).
Angew Chem Int Ed Engl. 2014 May 26;53(22):5643-7. doi: 10.1002/anie.201311214. Epub 2014 Apr 15.
An enantioselective synthesis of spiropyrazolones from allenoate-derived MBH acetates and pyrazolones through a phosphine-mediated [4+1] annulation process has been developed. Spiropyrazolones were readily prepared in good chemical yields and good to high enantioselectivities. This is the first asymmetric example in which α-substituted allenoates were utilized as a C4 synthon for phosphine-catalyzed [4+1] annulation.
已开发出一种通过膦介导的[4+1]环加成反应，从烯丙酸盐衍生的 MBH 乙酸盐和吡唑酮合成螺吡唑酮的对映选择性方法。螺吡唑酮可以很好的化学产率和优秀至高的对映选择性轻易地制备。这是首例利用α取代的烯丙酸盐作为磷催化[4+1]环加成的 C4 合成子的不对称实例。
