Addition of Enolates and Silyl Enol Ethers of Cycloalkanones to Levoglucosenone in the Presence of Lewis Acids


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Аннотация

The addition of lithium enolates and TMS ethers of cyclohexanone and cyclododecanone to levoglucosenone in the presence of Lewis acids was studied. It was established that the optimal way to obtain of Michael adducts involves the reaction levoglucosenone at −78°C with lithium enolates of cyclohexanone and cyclododecanone in the presence of ZnCl2. Additional amounts of Michael adducts can be obtained by treatment of 1,2-adducts with lithium diisopropylamine. 1,2-Adducts are best prepared by the reaction of the corresponding lithium enolates with levoglucosenone in the presence of Ti(Oi-Pr)4.

Авторлар туралы

Y. Khalilova

Ufa Institute of Chemistry, Ufa Research Center

Email: sinvmet@anrb.ru
Ресей, pr. Oktyabrya 71, Ufa, Republic of Bashkortostan, 450054

L. Faizullina

Ufa Institute of Chemistry, Ufa Research Center

Хат алмасуға жауапты Автор.
Email: sinvmet@anrb.ru
Ресей, pr. Oktyabrya 71, Ufa, Republic of Bashkortostan, 450054

F. Valeev

Ufa Institute of Chemistry, Ufa Research Center

Email: sinvmet@anrb.ru
Ресей, pr. Oktyabrya 71, Ufa, Republic of Bashkortostan, 450054

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