Advances in Cycloaddition, Volume 6 (Advances in by Michael Harmata

By Michael Harmata

This quantity offers paintings from six various teams engaged on a number of features of cycloaddition chemistry. Jos? Mascare?as offers us a truly fascinating account of the chemistry of &Bgr;-alkoxy-&ggr;-pyrones and comparable species. Al Padwa and Chris Staub speak about additional advances in rhodium carbenoid chemistry and the bizarre cycloaddition strategies attainable with those intermediates. larger order cycloadditions mediated via transition metals spotlight Jim Rigby's replace on his group's efforts during this quarter. Lily Lee and John Snyder current us with an in depth account of the indole ring as a dienophile, hard us to contemplate the untapped capability during this quarter. Brian Keay and Ian Hunt talk about the intramolecular Diels-Alder reactions of furan; a file that's either top-notch technological know-how, and what can be a nice studying device for college kids who have to see how basic chemical ideas can and will be utilized to man made difficulties. eventually, Kay Brummond introduces us to a brand new model of the Pauson-Khand reactions, person who will doubtless be additional exploited in effective methods via her workforce good into the long run.

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Int. Ed. Engl. 1993, 32, 131. (c) Tietze, L. E Chem. Rev. 1996, 96, 115. (d) Grigg, R. Tetrahedron Symposia-In-Print Number 62, 1996, 52, 11385. (e) Bunce, R. A. Tetrahedron 1995, 51, 13103. (f) Parsons, P. ; Penkett, C. ; Shell, A. J. Chem. Rev. 1996, 96, 195. ; Neier, R. Synthesis 1998, 227. 65. Roddguez, J. ; Mascarefias, J. L. J. Org. Chem. 1999, 64, 966. 66. Several asymmetric [4+3] annulation methods to oxabicyclic compounds have been developed, see: (a) Davies, H. M. ; Churchill, M. R.

Zhang, Z. J. J. Org. Chem. 1992, 57, 5747. 28. Woods, L. L. J. Am. Chem. Soc. 1952, 74, 3959. 29. (a) Hurd, C. ; Trofimenko, S. J. Am. Chem. Soc. 1958, 80, 2526. (b) Hurd, C. ; Sims, R. ; Trofimenko, S. J. Am. Chem. Soc. 1959, 81, 1684. 30. Volkmann,R. ; Weeks, P. ; Kuhla, D. ; Whipple, E. ; Chmurny, G. N. J. Org. Chem. 1977, 42, 3976. 31. McBride, B. ; Garst, M. E. Tetrahedron 1993, 49, 2839. 32. Wender, P. ; McDonald, E E. J. Am. Chem. Soc. 1990, 112, 4956. 33. (a) Barton, D. H. ; Hulshof, L.

Curiously, the use of maltol (69) as pyrone partner led to the major isolated product being the polycycle 74. The formation of this compound was explained assuming a carbon rather than an oxygen trapping by benzyne of the initial [5+2] adduct, followed by intramolecular cyclization to give a cyclobutane (Scheme 30). 40 An alternative scenario involving an initial O-arylation followed by [2+2] cycloaddition of benzyne to the alkene cannot be discarded. IV. HYDROXYPYRONES AS PRECURSORS OF REACTIVE O X I D O P Y R Y L I U M A N D O X I D O P Y R I D I N I U M YLIDES A.

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