38425-47-7Relevant articles and documents
Synthesis of Silylated Cyclobutanone and Cyclobutene Derivatives Involving 1,4-Addition of Zinc-Based Silicon Nucleophiles
Cui, Ming,Oestreich, Martin
supporting information, p. 16103 - 16106 (2021/10/12)
A copper-catalyzed conjugate silylation of various cyclobutenone derivatives with Me2PhSiZnCl ? 2LiCl or (Me2PhSi)2Zn ? xLiCl (x≤4) to generate β-silylated cyclobutanones is reported. Trapping the intermediate enolate with ClP(O)(OPh)2 affords silylated enol phosphates that can be further engaged in Kumada cross-coupling reactions to yield silylated cyclobutene derivatives.
Enantioselective Synthesis of 4-Hydroxy-dihydrocoumarins via Catalytic Ring Opening/Cycloaddition of Cyclobutenones
Zhang, Hang,Luo, Yao,Li, Dawei,Yao, Qian,Dong, Shunxi,Liu, Xiaohua,Feng, Xiaoming
, p. 2388 - 2392 (2019/03/29)
A highly diastereo- and enantioselective ring-opening/cycloaddition reaction of cyclobutenones with 2-hydroxyacetophenones or salicylaldehyde was achieved by employing a chiral N,N′-dioxide-scandium(III) complex as the catalyst. It provided various 3-phen
Regiodivergent cyclobutanone cleavage: Switching selectivity with different Lewis acids
Souillart, Laetitia,Cramer, Nicolai
, p. 1863 - 1867 (2015/01/30)
The exploitation of strain release in small rings as driving force to enable complex transformations is a powerful synthetic tool. Among them, cyclobutanones are particularly versatile substrates that can be elaborated in a wide variety of structurally diverse building blocks. Herein, Lewis acid catalyzed rearrangement reactions are presented that provide selective access to two structurally distinct polycyclic scaffolds, that is, indenylacetic acid derivatives and benzoxabicyclo[3.2.1]octan-3-ones. The choice of the Lewis acid fully controls the reaction pathway and the regioselectivity of the cyclobutanone C-C bond cleavage site.