Total Synthesis of Enantiomerically Pure (–)-Balanol

The total synthesis of enantiomerically pure (–)-Balanol, using tri-O-acetyl-D-glucal as a chiral template for the central azepane fragment is described

Novel Solution- and Solid-Phase Strategies for the Parallel and Combinatorial Synthesis of Small-Molecular-Weight Compound Libraries

In this account dedicated to '100 years Roche' in CHIMIA, we present some of our strategies towards the synthesis of interesting novel amino-acid-derived building blocks; multigeneration synthesis of thiazole libraries in solution; a novel solid-phase approach towards highly substituted pyrimidines using a novel safety-catch linker principle and a multidirectional cleavage procedure; a versatile solid-phase synthesis of quinazolones taking advantage of the Staudinger phosphorylimine chemistry combined with a novel cyclization and cleavage strategy, and finally a novel solid-phase diketopiperazine synthesis combining the Ugi four-component reaction with a final ring-forming cleavage step