SmI(2)-mediated carbon-carbon bond fragmentation in alpha-aminomethyl malonates.
A new and efficient samarium diiodide-promoted carbon-carbon bond fragmentation reaction of alpha-aminomethyl malonates, taking place normally at room temperature and generating the corresponding deaminomethylation products in 74-94% yields, is reported. The presence of the amino group is necessary for the success of the current transformation.
Xu
Qiongfeng
Q
The State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, 38 Xue Yuan Road, Beijing 100083, China.
Cheng
Bin
B
Ye
Xinshan
X
Zhai
Hongbin
H
D000606:Amino Sugars / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D003500:Cyclization; D007454:Iodides / Q000737:chemistry*; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D012493:Samarium / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013696:Temperature
D000606:Amino Sugars; D007454:Iodides; D008314:Malonates; D012493:Samarium; D002244:Carbon; C409809:samarium diiodide