Efficient and Catalytic Conversion of Epoxides into 1,3‐Dioxolanes with LiBF₄

References

• Greene , T. W. and Wuts , P. G. M. 1991 . Protective Groups in Organic Synthesis , 2nd Ed. New York : Wiley .
   Google Scholar
• Meskens , F. A. J. 1981 . Methods for the preparation of acetals from alcohols or oxiranes and carbonyl compounds . Synthesis , : 501
   Google Scholar
• Iranpoor , N. and Kazemi , F. 1998 . Ru(III) catalysis the conversion of epoxides to 1,3 dioxolanes . Synth. Commun. , 28 ( 17 ) : 3189
   Web of Science ®Google Scholar
• Hanzlik , R. P. and Leinwetter , M. 1978 . Reactions of epoxides and carbonyl compounds catalyzed by anhydrous copper sulfate . J. Org. Chem. , 43 ( 3 ) : 438
   Google Scholar
• Boget , M. T. and Roblin , R. O. Jr. 1933 . The formation of cyclic acetals from aldehydes or ketones and alkylene oxides . J. Am. Chem. Soc. , 55 : 3741
   Google Scholar
• Torok , D. S. , Figueroa , J. J. and Scott , W. J. 1993 . 1,3‐Dioxolane formation via lewis acid catalyzed reaction of ketones with oxiranes . J. Org. Chem. , 58 : 7274
   Web of Science ®Google Scholar
• Rickborn , B. and Gerkin , R. M. 1971 . Lithium salt catalyzed epoxide carbonyl rearrangement. I. Alkyl‐substituted epoxides . J. Am. Chem. Soc. , 93 : 1693
   Web of Science ®Google Scholar
• Hudrlik , P. F. , Misra , R. N. , Withers , G. P. , Hudrlik , H. M. , Rona , R. J. and Arcoleo , J. P. 1976 . Magnesium bromide induced rearrangements of epoxysilanes . Tetrahedron Lett. , : 1453
   Google Scholar
• Kagan , E. , Firth , B. E. , Shin , N. Y. and Boyajian , C. 1977 . Ferric chloride in ether. A convenient reagent for the conversion of epoxides into chlorohydrins . J. Org. Chem. , 42 : 343
   Web of Science ®Google Scholar
• Steinbrink , H. 1962 . Chemische Werke Huls AG Ger. Pat. (DOS) . Chem. Abstr. , 56 : 5969 1086241, 1959
   Google Scholar
• Gervorkyan , A. A. , Kazaryan , P. I. , Avakyan , O. V. and Vardanyan , R. A. 1991 . Khim. Geterotsikl. Soedin . Chem. Abstr. , 1 : 33 1991, 115, 8633x
   Google Scholar
• Iranpoor , N. and Zeynizadeh , B. 1998 . Efficient and catalytic conversion of epoxides to 1,3‐dioxolanes with TiO(TFA)2 or TiCl3(OTf) . J. Chem. Res. , : 466
   Google Scholar
• Mohammadpoor‐Baltork , I. , Khosropour , A. R. and Aliyan , H. 2001 . Efficient conversion of epoxides to 1,3‐dioxolanes catalyzed by bismuth(III) salts . Synth. Commun. , 31 : 3411
   Web of Science ®Google Scholar
• Kiasat , A. R. , Kazemi , F. and Khosravian , F. 2003 . Na2SO3/SOCl2: An efficient reagent for the dehydration of aldoximes to nitriles . Phosphorus, Sulfur Silicon Relat. Elem. , : 137
   Google Scholar
• Kazemi , F. , Kiasat , A. R. and Ebrahimi , S. 2002 . Efficient conversion of oxiranes to thiiranes with ammonium thiocyanate catalyzed with LiBF4 . J. Chem. Res. Synop. , : 176
   Web of Science ®Google Scholar
• Kazemi , F. and Kiasat , A. R. 2002 . Reduction of carbonyl compounds to the corresponding alcohols with isopropanol on dehydrated alumina under microwave irradiation . Synth. Commun. , 32 : 2255
   Web of Science ®Google Scholar
• Kazemi , F. , Kiasat , A. R. and Ebrahimi , S. 2002 . LiBF4: A mild and efficient catalyst for the tetrahydropyranylation of alcohols and their detetrahydropyralation . Synth. Commun. , 32 : 2483
   Web of Science ®Google Scholar
• Lipshutz , B. H. , Pegram , J. and Morey , M. C. 1981 . Chemistry of trimethylsilylethanol. II. A new method for protection of an anomeric center in pyranosides . Tetrahedron Lett. , 22 : 4603
   Google Scholar
• Metclaf , B. W. , Burkhat , J. P. and Jund , K. 1980 . Cleavage of tert‐butyldimethylsilyl ethers by tetrafluoroborate salts . Tetrahedron Lett. , 21 : 35
   Google Scholar
• Smith , D. A. and Houk , K. N. 1991 . LiBF4: A mild lewis acid for intramolecular diels–alder reactions . Tetrahedron Lett. , 32 : 1549
   Web of Science ®Google Scholar
• Chini , M. , Crotti , P. , Favero , L. and Macchia , F. 1994 . Mild LiBF4‐promoted aminolysis of oxetanes . Tetrahedron Lett. , 35 : 761
   Google Scholar
• Othmer , D.F. 1978 . Encyclopedia of Chemical Technology , 3rd Ed. Vol. 10 , John Wiley & Sons .
   Google Scholar