Moreau Benoît, Charette André B
Département de Chimie, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada H3C 3J7.
J Am Chem Soc. 2005 Dec 28;127(51):18014-5. doi: 10.1021/ja056192l.
A highly enantioselective (up to 97.5% ee) and diastereoselective (95:5 dr trans/cis) Cu(I)-catalyzed cyclopropanation of alkenes using phenyliodonium ylide generated in situ from iodosobenzene and methyl nitroacetate is reported. The cyclopropanation took place with high enantioselectivity for a wide range of alkenes, and the reaction was performed at room temperature. 1-Nitrocyclopropyl esters are versatile building blocks to access the corresponding cyclopropane amino esters and aminocyclopropanes in two and three steps, respectively, from commercially available products.
据报道，使用由碘苯和硝基乙酸甲酯原位生成的苯基碘叶立德，通过高度对映选择性（高达97.5% ee）和非对映选择性（95:5 dr反式/顺式）的Cu(I)催化烯烃环丙烷化反应。该环丙烷化反应对多种烯烃具有高对映选择性，且反应在室温下进行。1-硝基环丙基酯是通用的结构单元，可分别从市售产品通过两步和三步反应得到相应的环丙烷氨基酯和氨基环丙烷。
