Heine,H.-G.; Wendisch,D., Justus Liebigs Annalen der Chemie, 1976, p. 463 - 475
作者:Heine,H.-G.、Wendisch,D.
DOI:——
日期:——
Ring-Enlarging Annulations. A One-Step Conversion of Cyclic Silyl Acyloins and .omega.-Alkynyl Acetals to Polycyclic Enediones
作者:Aaron Balog、Dennis P. Curran
DOI:10.1021/jo00107a011
日期:1995.1
new sequence of cationic reactions that converts cyclic silyl acyloins and omega-alkynyl acetals to polycyclic enediones is reported. For example, treatment of bis-1,2-((trimethylsilyl)oxy)cyclobutene and 2-(ethylenedioxy)-5-heptyne with excess boron trifluoride etherate in methylene chloride for 2 days provides 4-acetyl-3,5,6,6a-tetrahydro-6a-methyl-1-(2H)-pentalenone in 58% yield. This product is formed via a sequence involving a Mukaiyama aldol reaction, a pinacol ring expansion, and a 5-exo-dig alkynyl ketone cyclization. In the case of terminal alkynes, the last cyclization occurs in a 6-endo-dig fashion. The scope and limitations of this process are studied, and a number of bi- and tricyclic ring systems are formed.
CARPINO L. A.; TSAO J.-H., J. ORG. CHEM. 1979 44 NO 14 2387-2391
作者:CARPINO L. A.、 TSAO J.-H.
DOI:——
日期:——
CHANDRA, ROY SUBHAS;ADHIKARI, SANKAR, INDIAN J. CHEM. B, 29,(1990) N0, C. 976-977