Development of Catalytic Asymmetric Intramolecular Cyclopropanation of α-Diazo-β-Keto Sulfones and Applications to Natural Product Synthesis
Development of Catalytic Asymmetric Intramolecular Cyclopropanation of α-Diazo-β-Keto Sulfones and Applications to Natural Product Synthesis
复制标题
DOI：
10.1055/s-0029-1217363
复制
发表时间：
2009-07-01
期刊：
影响因子：
2
通讯作者：
Nakada, Masahisa
中科院分区：
文献类型：
--
作者：
Honma, Masahiro;Takeda, Hiroyuki;Nakada, Masahisa
介绍了本实验室开发的α -重氮- β -酮砜催化不对称分子内环丙烷化反应及其在天然产物全合成中的应用。CAIMCP的特点是：(a)适用性广，不仅可以制备双环[n.1.0]烷烃和三环[4.n.0.0]烷烃，还可以对天然产物的对映选择性全合成；(b)形成高度结晶的产物，有利于对映纯合成中间体的生产；(c)生成具有多种功能的产物，如环丙烷、酮、砜等，有利于天然产物的全合成。
The catalytic asymmetric intramolecular cyclopropanation (CAIMCP) of alpha-diazo-beta-keto sulfones developed in our laboratory and applications to the total synthesis of natural products are described. CAIMCP features(a) a wide applicability, not only to the preparation of bicyclo[n.1.0]alkanes and tricyclo[4.n.0.0]alkenes, but also to the enantioselective total synthesis of natural products, (b) the formation of highly crystalline products, which facilitate the production of enantiomerically pure synthetic intermediates, and (c) the generation of products with a variety of functionalities, Such as cyclopropane, ketone, and sulfone, beneficial to the total synthesis of natural products.