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Diastereoselective [Cu(MeCN)4BF4/BF3·Et2O]-Catalyzed Cyclopropenation of Alkynes: Asymmetric Synthesis of β-Amino-α-cyclopropenyl Phosphonates
| Content Provider | Semantic Scholar |
|---|---|
| Author | Ge, Haihong Liu, Shuang Gao, Zenghui Du, Siyi Miao, Zhiwei Xie, Guixian |
| Copyright Year | 2017 |
| Abstract | The diastereospecific formation of β-amino-α-cyclopropenyl phosphonates has been achieved in moderate yields from the cyclopropenation of 1-alkynes with dialkyl α-diazophosphonates. The reaction was performed by using a combined catalyst consisting of Cu(MeCN)4BF4 and BF3·Et2O as additive in dichloromethane at 40 °C. A possible mechanism for the reaction has been proposed to explain the origin of the activation and the asymmetric induction. This method provides a versatile approach to β-amino-α-cyclopropenylphosphonates containing a quaternary stereogenic center with good efficiency and diastereoselectivity. |
| Starting Page | 68 |
| Ending Page | 75 |
| Page Count | 8 |
| File Format | PDF HTM / HTML |
| DOI | 10.1055/s-0036-1590969 |
| Volume Number | 01 |
| Alternate Webpage(s) | https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0036-1590969.pdf |
| Alternate Webpage(s) | https://www.thieme-connect.com/media/10.1055-s-00032269/201701/supmat/sup_so-2017-d0020-op_10-1055_s-0036-1590969.pdf |
| Alternate Webpage(s) | https://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0036-1590969.pdf |
| Alternate Webpage(s) | https://doi.org/10.1055/s-0036-1590969 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
