By Michael Harmata
ISBN-10: 0080546390
ISBN-13: 9780080546391
ISBN-10: 0762305312
ISBN-13: 9780762305315
This quantity provides paintings from six various teams engaged on numerous elements of cycloaddition chemistry. Jos? Mascare?as supplies us a truly attention-grabbing account of the chemistry of &Bgr;-alkoxy-&ggr;-pyrones and comparable species. Al Padwa and Chris Staub speak about extra advances in rhodium carbenoid chemistry and the bizarre cycloaddition approaches attainable with those intermediates. greater order cycloadditions mediated by means of transition metals spotlight Jim Rigby's replace on his group's efforts during this quarter. Lily Lee and John Snyder current us with a close account of the indole ring as a dienophile, difficult us to think about the untapped strength during this quarter. Brian Keay and Ian Hunt talk about the intramolecular Diels-Alder reactions of furan; a record that's either top-notch technological know-how, and what can be a nice studying software for college students who have to see how primary chemical ideas can and will be utilized to artificial difficulties. ultimately, Kay Brummond introduces us to a brand new model of the Pauson-Khand reactions, person who will without doubt be extra exploited in effective methods via her staff good into the long run.
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Additional info for Advances in Cycloaddition, Volume 6 (Advances in Cycloaddition) (Advances in Cycloaddition)
Sample text
It was found that the entire cycloaddition sequence, including oxidative workup of the carbon-silicon bond of the cycloadduct, can be carded out in a "one pot" protocol: (i) formation of the silyl ether 71; (ii) replacement of the solvent by toluene and heating in a sealed tube at 170 ~ and (iii) replacement of the solvent by DMF and treatment of the residue with potassium fluoride and m-chloroperbenzoic acid (Scheme 28). 36 It should be noted that initial attempts to oxidize the silanoxy bond of the cycloadduct under typical Tamao conditions (H20 2, K2CO3, DMF) failed, leading to complex mixtures of products.
54. Barbosa, L. C. ; Rubinger, M. M. ; Mansell, H. L. Tetrahedron 1996, 52, 11297. 55. ; Kumanovic, S. J. Am. Chem. Soc. 1995,117, 1954. (b) Marson, C. ; Grinter, T. J. J. Org. Chem. 1998, 63, 7833, and references cited therein. 56. (a) Lautens, M. Pure Appl. Chem. 1992, 64, 1873. (b) Lautens, M. Synlett 1993, 177. 57. Rodriguez, J. ; Mascarefias, J. L. J. Org. Chem. 1999, 64, 4560. 58. (a) Klein, L. L. J. Am. Chem. Soc. 1985,107, 2573. (b) Klein, L. ; Shanklin, M. S. J. Org. Chem. 1988, 53, 5202.
A) Bromidge, S. ; Archer, D. ; Sammes, P. G. J. Chem. , Perkin Trans. 1 1990, 353. (b) Bromidge, S. ; Archer, D. ; Sammes, P. G. Synthesis 1992, 645. The Chemistry of ,8-Alkoxy-y-Pyrones 53 21. For a review of oxidopyrylium cycloadditions, see: Sammes, P. G. Gazz~ Chim. ltal. 1986, 119, 109. 22. (a) Ullman, E. E; Milks, J. E. J. Am. Chem. Soc. 1962, 84, 1315. (b) Ullman, E. E; Henderson, W. A. J. Am. Chem. Soc. 1966, 88, 4942. 23. (a) Hendrickson, J. ; Farina, J. S. J. Org. Chem. 1980, 45, 3359.
Advances in Cycloaddition, Volume 6 (Advances in Cycloaddition) (Advances in Cycloaddition) by Michael Harmata
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