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Mukaiyama-Michael reaction of cyclic ketene silyl acetals and enones. Importance of ring flexibility in electron transfer process

โœ Scribed by Yukihiro Fujita; Shunichi Fukuzumi; Junzo Otera


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
164 KB
Volume
38
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Michael reaction of macrocyclic ketene silyl acetals or a-enones occurs smoothly under electron transfer conditions while the reaction of 6-membored analogs is more sluggish, indicating the importance of the ring flexibility to allow the a,~-carbon-carbon bonds of both reaction components to rotate when the radical species are generated.


๐Ÿ“œ SIMILAR VOLUMES


SmI2-promoted conjugate reduction of ฮฑ,ฮฒ
โœ Yukihiro Fujita; Shunichi Fukuzumi; Junzo Otera ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 155 KB

SmI2-promoted conjugate reduction of ~-unsaturated esters and ketones txoceeds in a manner quite similar to Mukaiyama-Michael reaction of ketene silyl acetal. The more substituted