Aggarwal Varinder K, Humphries Paul S, Fenwick Ashley
Department of Chemistry, University of Sheffield, Brook Hill, Sheffield, S3 7HF (UK), Fax: (+44) 114-273-8673.
Medicinal Chemistry, SmithKline Beecham Pharmaceuticals, New Frontiers Science Park (North), Third Avenue, Harlow, Essex, CM19 5AW (UK).
Angew Chem Int Ed Engl. 1999 Jul 12;38(13-14):1985-1986. doi: 10.1002/(SICI)1521-3773(19990712)38:13/14<1985::AID-ANIE1985>3.0.CO;2-7.
In only seven steps a formal synthesis of enantiomerically enriched (+)-anatoxin-a has been achieved. This was accomplished by utilizing a highly enantioselective desymmetrization of the eight-membered ring ketone 1 to form 2, and a novel cascade reaction to construct the 9-azabicyclo[4.2.1]nonane skeleton.
通过仅七个步骤就实现了对映体富集的(+)-anatoxin-a的形式合成。这是通过利用八元环酮1的高度对映选择性去对称化以形成2,并通过一个新颖的级联反应构建9-氮杂双环[4.2.1]壬烷骨架来完成的。