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
Synthesis of ßLactams from Unsaturated Sugars | 50 |
Inter and Intramolecular DielsAlder Reactions of Sugar | 112 |
81 | 141 |
Copyright | |
2 other sections not shown
Common terms and phrases
activation addition adducts afforded allow allylic American Chemical Society anomeric anti applied approach asymmetric atom attack BnO BnO BnO bond carbohydrate carbon catalyst centers Chem Chemical Chemistry chiral CO₂Me Commun complex compounds configuration conformation corresponding cycloaddition reactions cyclopentadiene derivatives described diastereomer diastereoselectivity Diels-Alder reactions dienes dienophile direct effect efficient endo ester ether example face favored Figure formation formed Fraser-Reid function gave give glucose glycals glycosyl IMDA reaction imines isocyanate isolated isomer Lewis acid major methyl mixture moiety natural nitrones OBn OBn observed obtained opposite oxygen Pivo position possible preferred prepared presence pure ratio reactive reported respectively ring Scheme selectivity showed shown side single stereochemical stereochemistry stereoisomer stereoselectivity steric structure studies substituent substrates sugar synthesis Table temperature Tetrahedron Lett Trans transformation transition yield
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 |
| Author | 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 | › › Language Arts & Disciplines / Linguistics / General Science / Chemistry / Organic Science / Life Sciences / Biochemistry |
| Export Citation | BiBTeX EndNote RefMan |