THE REGIOCHEMISTRY OF CYCLOPROPYLCARBINYLSTANNANE RING FISSION

Authors
LUCKE AJ YOUNG DJ
Citation
Aj. Lucke et Dj. Young, THE REGIOCHEMISTRY OF CYCLOPROPYLCARBINYLSTANNANE RING FISSION, Tetrahedron letters, 35(10), 1994, pp. 1609-1612
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
10
Year of publication
1994
Pages
1609 - 1612
Database
ISI
SICI code
0040-4039(1994)35:10<1609:TROCRF>2.0.ZU;2-1
Abstract
The reaction of 2-methylcyclopropylcarbinyltrimethylstannane 1 in chlo roform with the electrophiles sulphur dioxide, trifluoroacetic acid, a nd iodine proceeds preferentially with ring cleavage and addition at t he unsubstituted cyclopropyl methylene. Iodination and acidolysis in m ethanol proceeds exclusively with tin-methyl bond cleavage.