| Title | Copper(I)-Catalyzed Chemoselective Coupling of Cyclopropanols with Diazoesters: Ring-Opening C-C Bond Formations |
| Authors | Zhang, Hang Wu, Guojiao Yi, Heng Sun, Tong Wang, Bo Zhang, Yan Dong, Guangbin Wang, Jianbo |
| Affiliation | Peking Univ, Minist Educ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China. Peking Univ, Minist Educ, Coll Chem, Beijing Natl Lab Mol Sci BNLMS, Beijing 100871, Peoples R China. Univ Chicago, Dept Chem, Chicago, IL 60637 USA. Peking Univ, Minist Educ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China. Wang, JB (reprint author), Peking Univ, Minist Educ, Coll Chem, Beijing Natl Lab Mol Sci BNLMS, Beijing 100871, Peoples R China. |
| Keywords | carbenes C C coupling reactions copper diazo compounds small ring compounds O-H INSERTION ALPHA-DIAZOCARBONYL COMPOUNDS CATALYZED 3+2 CYCLOADDITION DIAZO-COMPOUNDS MOLECULAR CALCULATIONS CARBENE INSERTION GOLD CATALYSIS FUNCTIONALIZATION CHEMISTRY DENSITY |
| Issue Date | 2017 |
| Publisher | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION |
| Citation | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.2017,56(14),3945-3950. |
| Abstract | Reported herein is an exceptional chemoselective ring-opening/C(sp(3))@C(sp(3)) bond formation in the copper(I)-catalyzed reaction of cyclopropanols with diazo esters. The conventional O H insertion product is essentially suppressed by judicious choice of reaction conditions. DFT calculations provide insights into the reaction mechanism and the rationale for this unusual chemoselectivity. |
| URI | http://hdl.handle.net/20.500.11897/474486 |
| ISSN | 1433-7851 |
| DOI | 10.1002/anie.201612138 |
| Indexed | SCI(E) |
| Appears in Collections: | å å¦ä¸ å å å·¥ç¨ å¦é ¢ 生物有机与分子工程教育部重点实验室 |
