Abstract
The reaction of 2-methylcyclopropylcarbinyltrimethylstannane 1 in chloroform with the electrophiles sulphur dioxide, trifluoroacetic acid, and iodine proceeds preferentially with ring cleavage and addition at the unsubstituted cyclopropyl methylene. Iodination and acidolysis in methanol proceeds exclusively with tin-methyl bond cleavage.
| Original language | English |
|---|---|
| Pages (from-to) | 1609-1612 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 35 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - 7 Mar 1994 |
| Externally published | Yes |
Fingerprint Dive into the research topics of 'The regiochemistry of cyclopropylcarbinylstannane ring fission'. Together they form a unique fingerprint.
Cite this
Lucke, A. J., & Young, D. J. (1994). The regiochemistry of cyclopropylcarbinylstannane ring fission. Tetrahedron Letters, 35(10), 1609-1612. https://doi.org/10.1016/S0040-4039(00)76771-2