Cycloaddition Reactions in Carbohydrate ChemistryProvides discussions on recent advances in the cycloaddition chemistry of carbohydrates, including inter- and intramolecular Diels-Alder reactions, dipolar addition reactions, and the use of carbohydrate-derived chiral auxiliaries. Includes applications to the synthesis of natural products and examines the stereochemical aspects of cycloaddition processes. Emphasizes the use of carbohydrate-derived substrates in cycloaddition reactions. Valuable reading for anyone interested in the synthetic organic chemistry of carbohydrates. |
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Contents
Carbohydrate Dienophiles in 4 + 2 Cycloadditions | 24 |
Preparation | 33 |
Synthesis of BLactams from Unsaturated Sugars | 50 |
Copyright | |
3 other sections not shown
Common terms and phrases
activation addition adducts afforded allylic American Chemical Society anomeric anti applied approach atom attack Bn0 Bn0 bond carbohydrate carbon centers Chem Chemical Chemistry chiral CO2Me complex compounds configuration conformation corresponding cycloaddition reaction cyclopentadiene derivatives described diastereofacial diastereomer Diels-Alder reactions dienes dienophile direct effect endo enone ester ether example face facial favored Figure formation formed Franck Fraser-Reid function gave give glucose glycals glycosyl isocyanate isolated isomer major methyl mixture moiety natural nitrones OAC OAC OBn OBn observed obtained occurs opposite oxygen Pivo possible preferred prepared presence pure pyranosides ratio reactive reported respectively ring Scheme selectivity showed shown single stereochemical stereochemistry stereoisomer stereoselectivity steric structure studies substituent substrates sugar synthesis Table temperature Tetrahedron Lett Trans transformation transition yield ОН
Bibliographic information
| Title | Cycloaddition Reactions in Carbohydrate Chemistry Issue 494 of ACS symposium series, American Chemical Society, ISSN 0097-6156 Volume 494 of American Chemical Society: ACS symposium series Volume 200 of National Meeting of the American Chemical Society, American Chemical Society |
| Authors | American Chemical Society, Robert M. Giuliano |
| Editor | Robert M. Giuliano |
| Contributors | American Chemical Society. Division of Carbohydrate Chemistry, American Chemical Society. Meeting |
| Edition | illustrated |
| Publisher | American Chemical Society, 1992 |
| Original from | the University of California |
| Digitized | Apr 9, 2008 |
| ISBN | 0841224293, 9780841224292 |
| Length | 181 pages |
| Subjects | › › Science / Chemistry / Organic |
| Export Citation | BiBTeX EndNote RefMan |