Butenolides are prepared from cyclobutenediones when cyclobutenediones are treated with lithium trimethylsilylacetylene, and quenched with water. A plausible mechanism, which contains an allene as an intermediate, is proposed. The usual diradical intermediate may not be formed because of the bulkiness of trimethylsilyl group, and the allenic intermediate may be stabilized by the ${\alpha}$-silyl group.
@article{ JCGMDC_2003_v47n3_229}
,title={Unusual Transformation of Cyclobutenediones into Butenolides}
,volume={3}
, url={http://dx.doi.org/10.5012/jkcs.2003.47.3.229}, DOI={10.5012/jkcs.2003.47.3.229}
, number= {3}
, journal={Journal of the Korean Chemical Society}
, publisher={Korean Chemical Society}
, author={Kwan Hee, Lee
and
Harold W., Moore}
, year={2003}
, month={Jun}
TY - JOUR
T2 - Journal of the Korean Chemical Society
AU - Kwan Hee, Lee
AU - Harold W., Moore
SN - 1017-2548
TI - Unusual Transformation of Cyclobutenediones into Butenolides
VL - 47
PB - Korean Chemical Society
DO - 10.5012/jkcs.2003.47.3.229
PY - 2003
UR - http://dx.doi.org/10.5012/jkcs.2003.47.3.229
ER -
Kwan Hee, L.
,
&
Harold W., M.
( 2003).
Unusual Transformation of Cyclobutenediones into Butenolides.
Journal of the Korean Chemical Society,
47
(3)
Korean Chemical Society.
doi:10.5012/jkcs.2003.47.3.229
Kwan Hee, L
,
&
Harold W., M
2003,
Unusual Transformation of Cyclobutenediones into Butenolides,
Journal of the Korean Chemical Society,
vol. 3,
no. 3,
Retrieved from http://dx.doi.org/10.5012/jkcs.2003.47.3.229
[1]
L Kwan Hee
,
and
M Harold W.
,
“Unusual Transformation of Cyclobutenediones into Butenolides”,
Journal of the Korean Chemical Society,
vol. 3,
no. 3,
Jun
2003.
Kwan Hee, Lee
and
,
Harold W., Moore
and
,
“Unusual Transformation of Cyclobutenediones into Butenolides”
Journal of the Korean Chemical Society,
3.
3
2003:
Kwan Hee, L
,
Harold W., M
Unusual Transformation of Cyclobutenediones into Butenolides.
Journal of the Korean Chemical Society
[Internet].
2003.
Jun ;
3
(3)
Available from http://dx.doi.org/10.5012/jkcs.2003.47.3.229
Kwan Hee, Lee
,
and
Harold W., Moore
,
“Unusual Transformation of Cyclobutenediones into Butenolides.”
Journal of the Korean Chemical Society
3
no.3
()
Jun,
2003):
http://dx.doi.org/10.5012/jkcs.2003.47.3.229