Opening of Epoxide Rings Catalyzed by Niobium Pentachloride

References

• Constantino , M. G. , Beatriz , A. , da Silva , G. V. J. and Zukerman‐Schpector , J. 2001 . Synthetic studies on the Diels–Alder adduct from 3,4‐dimethoxyfuran and benzoquinone . Synth. Comm. , 31 : 3329 – 3336 .
   Web of Science ®Google Scholar
• Constantino , M. G. , Beatriz , A. and da Silva , G. V. J. 2000 . A model synthesis of the bicyclic core structure of the furanoheliangolide sesquiterpenes . Tetrahedron Lett. , 41 : 7001 – 7004 .
   Web of Science ®Google Scholar
• Constantino , M. G. , Lacerda , V. Jr. and Aragão , V. 2001 . Niobium pentachloride catalysed ring opening of epoxides . Molecules , 6 : 770 – 776 .
   Web of Science ®Google Scholar
• Constantino , M. G. , Lacerda , V. Jr. , da Silva Filho , L. C. and da Silva , G. V. J. 2004 . Niobium (V) chloride mediated preparation of β‐chloro‐α,β‐unsaturated ketones . Lett. Org. Chem. , 1 : 360 – 364 .
   Web of Science ®Google Scholar
• Constantino , M. G. , Lacerda , V. Jr. and da Silva , G. V. J. 2003 . An efficient synthesis of 3‐hydroxychromone using niobium pentachloride . J. Heterocycl. Chem. , 40 : 369 – 371 .
   Web of Science ®Google Scholar
• Constantino , M. G. , Lacerda , V. Jr. and da Silva , G. V. J. 2002 . Niobium pentachloride activation of enone derivatives: Diels–Alder and conjugate addition products . Molecules , 7 : 456 – 465 .
   Web of Science ®Google Scholar
• Constantino , M. G. , da Silva Filho , L. C. , Lacerda , V. Jr. and da Silva , G. V. J. 2005 . Invernize, P. R. High stereoselectivity on low temperature Diels–Alder reactions . Beil. J. Org. Chem. , 1 : 14
   PubMed Web of Science ®Google Scholar
• Chapuis , C. and Brauchli , R. 1992 . Preparation of campholenal analogs—Chirons for the lipophilic moiety of sandalwood‐like odorant alcohols . Helv. Chim. Acta , 75 : 1527 – 1546 .
   Web of Science ®Google Scholar
• Kluge , R. , Schuls , M. and Liebsch , S. 1996 . Diastereoselective epoxidation of olefins by organo sulfonic peracids . Tetrahedron , 52 : 2957 – 2976 .
   Web of Science ®Google Scholar
• Daniewski , A. R. , Garofalo , L. M. , Hutchings , S. D. , Kabat , M. M. , Liu , W. , Okabe , M. , Radinov , R. and Yiannikouros , G. P. 2002 . Efficient synthesis of the A‐ring phosphine oxide building block useful for α,25‐dihydroxy vitamin D‐3 and analogues . J. Org. Chem. , 67 : 1580 – 1587 .
   PubMed Web of Science ®Google Scholar
• Motherwell , W. B. , Bingham , M. J. , Pothier , J. and Six , Y. 2004 . A study of some molecularly imprinted polymers as protic catalysts for the isomerisation of α‐pinene oxide to trans‐carveol . Tetrahedron , 60 : 3231 – 3241 .
   Web of Science ®Google Scholar
• Fisher , G. B. , Fuller , J. C. , Harrison , J. , Alvarez , S. G. , Burkhardt , E. R. , Goraski , C. T. and Singaram , B. 1994 . Aminoborohydrides, 4: The synthesis and characterization of lithium aminoborohydrides—A new class of powerful, selective, air‐stable reducing agents . J. Org. Chem. , 59 : 6378 – 6385 .
   Web of Science ®Google Scholar
• Pirrung , M. C. and Lee , Y. R. 1993 . Photochemically removable silyl protecting groups . J. Org. Chem. , 58 : 6961 – 6963 .
   Web of Science ®Google Scholar
• Miyazawa , M. and Ohsawa , M. 2002 . Biotransformation of α‐terpineol by the larvae of common cutworm (Spodoptera litura) . J. Agric. Food Chem. , 50 : 4916 – 4918 .
   PubMed Web of Science ®Google Scholar
• Bajwa , J. S. and Anderson , R. C. 1991 . A highly regioselective conversion of epoxides to halohydrins by lithium halides . Tetrahedron Lett. , 32 : 3021 – 3024 .
   Web of Science ®Google Scholar
• Robinson , M. W. C. , Pillinger , K. S. and Graham , A. E. 2006 . Highly efficient Meinwald rearrangement reactions of epoxides catalyzed by copper tetrafluoroborate . Tetrahedron Lett. , 47 : 5919 – 5921 .
   Web of Science ®Google Scholar
• Neri , G. , Rizzo , G. , Crisafulli , C. , De Luca , L. , Donato , A. , Musolino , M. G. and Pietropaolo , R. 2005 . Isomerization of α‐pinene oxide to campholenic aldehyde over Lewis acids supported on silica and titania nanoparticles . Appl. Catal. A—Gen. , 295 : 116 – 125 .
   Web of Science ®Google Scholar
• Castro , J. M. , Linares‐Palomino , P. J. , Salido , S. , Altarejos , J. , Nogueras , M. and Sánchez , A. 2005 . Enatiospecific synthesis, separation and olfactory evaluation of all diastereomers of a homologue of the sandalwood odorant Polysantol . Tetrahedron , 61 : 11192 – 11203 .
   Web of Science ®Google Scholar
• Hartshorn , M. P. , Kirk , D. N. and Wallis , A. F. A. 1964 . Reaction of α‐pinene oxide with boron trifluoride . J. Chem. Soc. , : 5494 – 5496 .
   Web of Science ®Google Scholar