Heteromacrocycles from Ring-Closing Metathesis of Unsaturated Furanic Ethers

References

• Cottier , L. , Descotes , G. , Eymard , L. and Rapp , K. 1995 . Syntheses of γ-oxo acids or γ-oxo esters by photooxygenation of furanic compounds and reduction under ultrasound: application to the synthesis of 5-aminolevulinic acid hydrochloride . Synthesis , : 303 – 306 .
   Web of Science ®Google Scholar
• Cottier , L. and Descotes , G. 1991 . 5-Hydroxymethylfurfural, syntheses and chemical transformations . Trends in Heterocyclic Chem. , 2 : 233 – 248 .
   Google Scholar
• Cottier , L. , Descotes , G. , Neyret , C. and Nigay , H. New process for the preparation of 5-hydroxymethylfurfural by thermal degradation of saccharides . Fr. 2,664,273 . Jan 1992 . Chem. Abstr. 1992, 117, 48323u
   Google Scholar
• Lichtenthaler , F.W. 1991 . Carbohydrates as Organic Raw Materials 367 pp. Weinheim/New York : VCH Publ .
   Google Scholar
• Bradshaw , J.S. , Baxter , S.L. , Scott , D.C. , Lamb , J.D. , Izatt , R.M. and Christensen , J.J. 1979 . Complexation properties of macrocyclic polyether-diester compounds containing furan and benzene subcyclic units . Tetrahedron Lett. , 20 ( 36 ) : 3383 – 3386 .
   Web of Science ®Google Scholar
• Gokel , G.W. , Barbour , L.J. , Ferdani , R. and Hu , J. 2002 . Lariat ether receptor systems show experimental evidence for alkali metal cation–π interactions . Acc. Chem. Res. , 35 ( 10 ) : 878 – 886 .
   PubMed Web of Science ®Google Scholar
• Fürstner , A. 2000 . Olefin metathesis and beyond . Angew. Chem., Int. Ed. , 39 ( 17 ) : 3012 – 3043 .
   PubMed Web of Science ®Google Scholar
• Grubbs , R.H. and Chang , S. 1998 . Recent advances in olefin metathesis and its application in organic synthesis . Tetrahedron , 54 ( 18 ) : 4413 – 4450 .
   Web of Science ®Google Scholar
• Schuster , M. and Blechert , S. 1997 . Olefin metathesis in organic chemistry . Angew. Chem. Int. Ed. , 36 ( 17 ) : 2036 – 2056 .
   Google Scholar
• Armstrong , S.K. 1998 . Ring closing diene metathesis in organic chemistry . J. Chem., Soc., Perkin Trans. 1 , : 371 – 388 .
   Google Scholar
• Roy , R. and Das , S.K. 2000 . Recent applications of olefin metathesis and related reactions in carbohydrate chemistry . J. Chem. Soc., Chem. Commun. , : 519 – 529 .
   Google Scholar
• Connon , S.J. and Blechert , S. 2003 . Recent developments in olefin cross-metathesis . Angew. Chem., Int. Ed. , 42 ( 17 ) : 1900 – 1923 .
   PubMed Web of Science ®Google Scholar
• Hoveyda , A.H. and Schrock , R.R. 2001 . Catalytic asymmetric olefin metathesis . Chem. Eur. J. , 7 ( 5 ) : 945 – 950 . and references cited therein
   PubMed Web of Science ®Google Scholar
• Schrock , R.R. 1999 . Olefin metathesis by molybdenum imido alkylidene catalysts . Tetrahedron , 55 ( 27 ) : 8148 – 8153 .
   Web of Science ®Google Scholar
• Nguyen , S.T. , Johnson , L.K. , Grubbs , R.H. and Ziller , J.W. 1992 . Ring opening metathesis polymerization (ROMP) of norbornene by a group VIII carbene complex in protic media . J. Am. Chem. Soc. , 114 ( 10 ) : 3974 – 3975 .
   Web of Science ®Google Scholar
• Tae , J. and Yang , Y.-K. 2003 . Efficient synthesis of macrocyclic paracyclophanes by ring-closing metathesis dimerization and trimerization reactions . Org. Lett. , 5 ( 5 ) : 741 – 744 .
   PubMed Web of Science ®Google Scholar
• Furstner , A. , Guth , O. , Rumbo , A. and Seidel , G. 1999 . Ring closing metathesis. Comparative investigation of two different catalyst systems and applications to the stereoselective synthesis of olfactory lactones, azamacrolides and the macrocyclic perimeter of the marine alkaloïd nakadomarin A . J. Am. Chem. Soc. , 121 ( 48 ) : 11108 – 11113 .
   Web of Science ®Google Scholar
• Brizius , C. , Pschirer , N.G. , Stiffen , W. , Stiter , K. , Zurloye , H.C. and Bunz , U.H.F. 2000 . Alkyne metathesis with simple catalyst systems: efficient synthesis of conjugated polymers containing vinyl groups in main and side chain . J. Am. Chem. Soc. , 122 ( 50 ) : 3974 – 3975 .
   Web of Science ®Google Scholar
• Paquette , L.A. , Efremov , I. , Turbrevin , G. and Teubrevin , H. 2001 . The first total syntheses of rearranged new clerodanes including solutions to the problems of chirality merger and furan ring assembly . J. Am. Chem. Soc. , 123 ( 19 ) : 4492 – 4501 .
   PubMed Web of Science ®Google Scholar
• De Armas , P. , Garcia-Tellado , F. and Marrero-Telado , J.J. 2001 . Enantioselective synthesis of medium-sized ring-bridged oxabicycles by ring-closing metathesis . Eur. J. Org. Chem. , : 4423 – 4429 .
   Web of Science ®Google Scholar
• For the compounds 3, 6, 7, 8 and 9, the numbering attributed to the protons or to the carbons does not correspond to one of the systematic nomenclature but to the one noted on the schemes .
   Google Scholar
• Sciavo , V. , Descotes , G. and Mentech , J. 1991 . Hydrogenation of 5-hydroxymethylfurfural . Bull. Soc. Chim. Fr. , Sept-Oct : 704 – 711 .
   Google Scholar