Abstract
The reaction of cyclopropylcarbinyltrialkylstannanes (CPCSnR3) 1a (R=Me) and 1b (R=Bu) with sulfur dioxide in chloroform or methanol yields the homoallylic tin sulphinates 2a and 2b respectively. The reaction of 1a with iodine in chloroform yields predominantly 4-iodo-1-butene (3) and trimethyltin iodide while in methanol the corresponding reaction yields CPCSnMe2I (4) and methyl iodide.
| Original language | English |
|---|---|
| Pages (from-to) | 807-810 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 32 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - 4 Feb 1991 |
| Externally published | Yes |
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The electrophilic cleavage of cyclopropylcarbinylstannanes. Confirmation of traylor's prediction. / Lucke, Andrew J.; Young, David J.
In: Tetrahedron Letters, Vol. 32, No. 6, 04.02.1991, p. 807-810.Research output: Contribution to journal › Article › Research › peer-review
TY - JOUR
T1 - The electrophilic cleavage of cyclopropylcarbinylstannanes. Confirmation of traylor's prediction.
AU - Lucke, Andrew J.
AU - Young, David J.
PY - 1991/2/4
Y1 - 1991/2/4
N2 - The reaction of cyclopropylcarbinyltrialkylstannanes (CPCSnR3) 1a (R=Me) and 1b (R=Bu) with sulfur dioxide in chloroform or methanol yields the homoallylic tin sulphinates 2a and 2b respectively. The reaction of 1a with iodine in chloroform yields predominantly 4-iodo-1-butene (3) and trimethyltin iodide while in methanol the corresponding reaction yields CPCSnMe2I (4) and methyl iodide.
AB - The reaction of cyclopropylcarbinyltrialkylstannanes (CPCSnR3) 1a (R=Me) and 1b (R=Bu) with sulfur dioxide in chloroform or methanol yields the homoallylic tin sulphinates 2a and 2b respectively. The reaction of 1a with iodine in chloroform yields predominantly 4-iodo-1-butene (3) and trimethyltin iodide while in methanol the corresponding reaction yields CPCSnMe2I (4) and methyl iodide.
UR - http://www.scopus.com/inward/record.url?scp=0026069570&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(00)74893-3
DO - 10.1016/S0040-4039(00)74893-3
M3 - Article
VL - 32
SP - 807
EP - 810
JO - Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry
JF - Tetrahedron Letters: the international journal for the rapid publication of all preliminary communications in organic chemistry
SN - 0040-4039
IS - 6
ER -