๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

Vinylketenes from Cyclobutenones by Electrocyclic Ring Opening

โœ Scribed by Dr. Herbert Mayr


Book ID
101545381
Publisher
John Wiley and Sons
Year
1975
Tongue
English
Weight
223 KB
Volume
14
Category
Article
ISSN
0044-8249

No coin nor oath required. For personal study only.

โœฆ Synopsis


2,4,4-Trimethyl-2-cyclobutenone ( 9 )

3-Ethoxy-2,4,4-trimethylcyclobutanone (19.0g, 0.1 2mol) in ether (290ml) was mixed to a paste with neutral AI,O, (230g); after 24h the mixture was poured onto a column of dry A1,0, (100g) and eluted with ether (800ml). The solvent was removed by fractional distillation; (9) distilled at 49 to 51 "C/28 torr as a colorless liquid with a pungent odor; yield 10.0 g (75%).


๐Ÿ“œ SIMILAR VOLUMES


Photochemical generation of vinylketenes
โœ Alfred Hassner; Simha Naidorf ๐Ÿ“‚ Article ๐Ÿ“… 1986 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 227 KB

4,4-Dichloro-'2-cyclobutenones 1\_, available by cycloaddition of acetylenes to dichloroketene, can be photolyzed in the presence of olefins or dienes to produce regiospecifically Z-vinylcyclobutanones &&. The photochemical reaction succeeds even in some cases where thermolysis fails and was shown t

Chemoselective synthesis of homoallylic
โœ Shigekazu Kanemoto; Makoto Shimizu; Hirosuke Yoshioka ๐Ÿ“‚ Article ๐Ÿ“… 1987 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 225 KB

Treatment of cyclopropylmethanols with pyridinium poly(hydrogen fluoride) in chlorobenzene-diisopropylamine in the presence of KHF2 gave selectively homoallylic fluorides. Certain synthons containing a fluorine atom at the homoallylic position are of great interest in the light of recent molecule de