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HETEROCYCLES
An International Journal for Reviews and Communications in Heterocyclic ChemistryWeb Edition ISSN: 1881-0942
Published online by The Japan Institute of Heterocyclic Chemistry
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Special Issue
Herbert C. Brown's Special Issues, Vol. 18, No. 1, 1982
Published online:
■ New Organometallic Approaches to Heterocycles
Richard C. Larock*
*Department of Chemistry, Iowa State University, Ames, Iowa 50011, U.S.A.
Abstract
The mercuration of acetylenes and subsequent palladium promoted reactions provides a new route to butenolides, furans, benzofurans, isocoumarins, and benzopyrones, while thallation-palladation of appropriately substituted arenes affords phthalides, 3,4-dihydroisocoumarins, aryl anhydrides and imides, and isocoumarins.
Published online:
■ 2,6-Di-t-butylpyridine — An Unusual Base
Bernard Kanner*
*Union Carbide Corporation, Tarrytown Technical Center, Tarrytown, NewYork 10591, U.S.A.
Abstract
2-6,Di-t-butylpyridine has been investigated because of its extraordinary combination of properties. As the result of steric crowding at the nitrogen atom, it does not coordinate with Lewis acids or undergo quaternization under ordinary conditions. However, it is readily sulfonated by sulfur trioxide and is a selective catalyst with basic but not nucleophilic properties.
Published online:
■ Some New O-Ethylboron-assisted Carbohydrate Transformations
Wihelm Volker Dahlhoff* and Roland Köster
*Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, D-45470 Mülheim / Ruhr, Germany
Abstract
New aspects and uses of O-ethylboron-carbohydrate chemistry, such as controlled glycosidations, high-yield syntheses of boron-protected halogenoses and the stereoselective, boron-assisted, glycosylations of the latter are described.