By Randolph P. Thummel
This sequence provides overview articles relating molecular platforms that are of curiosity due basically to the presence of structural beneficial properties or features approximately which earlier predictions will be in keeping with current wisdom of chemical idea.
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Chem. Int. Ed. Engl. 1987, 26, 471; Trahanovsky, W. -c. -k. J. Org. Chem. 1994, 59, 2594. 85. ; Wege, D. Tetrahedron Lett. 1986, 27, 3045; Buttery, J. ; Wege, D. Aust. J. Chem. 1995, 48, 593. The Chemistry of Isobenzofurans 51 86. -S. Tandem Organic Reactions, Wiley-lnterscience, New York, 1992. 87. ; Gewald, K. J. Prakt. Chem. 1963, 20, 244. 88. , unpublished results. 89. ; Sattari, S. J. HeterocycL Chem. 1982, 19, 227. 90. Banks, M. ; Barker, J. ; Huddleston, P. R. J. Chem. , Perkin Trans. 1 1986, 2223.
Res. 1974, 7, 301. 26. Clar, E. The Aromatic Sextet; John Wiley, London, 1972. 27. ; Lloyd, D. J. Chem. Educ. 1986, 63, 306. 28. -C. J. Org. Chem. 1991, 56, 1858, and references therein. 29. Herndon, W. C. J. Org. Chem. 1975, 40, 3583. 30. Herndon, W. C. J. Chem. Educ. 1981, 58, 371. 31. ; Schmidt, W. J. Am. Chem. Soc. 1980, 102, 3163. 32. ; Schmidt, W. J. Am. Chem. Soc. 1980, 102, 3173. 33. The deviation of the from linearity of the point for pyreno[ 1,2-c]furan 56 discussed in Ref. 22 is due to an incorrect structure count.
MeX , v R 323 R = H, Me, Ph MeS R 324 Scheme 54. T "C02Me Ph 325 46 DIETER W E G E CO2Me OMe II HOAc heat CO2Me B 326 O~~~Q~/CO2Me CO2Me -- 327 328 1. H2, Pd-C 2. LiAII-~ 3. Ac,~O w O PPL OAc - ~o~ oF3 '~',OMe 331 33O Ph 329 Scheme 55. ~o,c o 1. ~Ae 337 338 335 CHO ~' -~o OH I ~v 340 Scheme 56. e. (Scheme 55). 138This material is of potential use for chiral lignan synthesis; its absolute configuration was established by single-crystal X-ray analysis of the derived ester 331. 2 Intramolecular Trapping of Isobenzofurans and Thieno[2,3-c]furans Friedrichsen and co-workers have developed an interesting intramolecular IBF trapping protocol that is applicable to the construction of biomolecules and their analogs (Scheme 56).