Bertrand Berche†, Pierre Emmanuel Berche†‡, Ferenc Iglói§‖ and Gábor Palágyi¶ † Laboratoire de Physique des Matériaux , Université Henri Poincaré, Nancy 1 B.P. 239, F-54506 Vandœuvre les Nancy, France ‡ Institut für Physik, Johannes Gutenberg-Universität, Mainz Staudinger Weg 7, 55099 Mainz, Germany § Research Institute for Solid State Physics, H-1525 Budapest, P.O.Box 49, Hungary ‖ Institute f...

An unprecedented organocatalytic enantioselective formal synthesis of bromopyrrole alkaloid natural products is reported. An organocatalytic aza-Michael addition using pyrroles as the N-centered nucleophile is utilized as the enantioselective step to construct the nitrogen-substituted stereogenic carbon center in bromopyrrole alkaloids in good yield and excellent enantioselectivity. The aza-Mic...

FOR MARS. L. J. McHenry, V. F. Chevrier, and C. Schröder, Department of Geosciences, University of WisconsinMilwaukee, PO Box 413, Milwaukee, WI 53201, [email protected], W.M. Keck Laboratory for Space and Planetary Simulation, Arkansas Center for Space and Planetary Science, MUSE 202, University of Arkansas, Fayetteville, AR 72701, Institut für Anorganische Chemie und Analytische Chemie, Johann...

New cis monocyclic beta-lactams were synthesized by [2+2] Staudinger cycloaddition reactions of the imine (3,4-dimethoxybenzylidene)-(4-methoxyphenyl)-amine and ketenes derived from different acyl chlorides and Et3N. These monocyclic beta-lactams were then cleaved by ceric ammonium nitrate (CAN) to give NH-monocyclic beta-lactams, which in turn were converted to N-sulfonyl monocyclic beta-lacta...

Stereoselective methods for the chemical synthesis of beta-N-glycosyl amides are needed to generate glycopeptides and glycoproteins. Here, we report that the Staudinger ligation can be used to form glycosylated asparagine derivatives. The reaction proceeds with high stereoselectivity, and a variety of glycosyl azides can function as substrates. Our results provide precedence for the use of this...