A novel nonpeptidic reverse-turn scaffold containing urea fragments that are connected by a conformationally constrained D-prolyl-cis-1,2-diaminocyclohexane (D-Pro-DACH) linker is reported. The scaffold adopts a well-defined reverse-turn conformation that is stabilized by dual intramolecular hydrogen bonding in both solution and solid states.
Gold(III) chloride was found to be a highly efficient catalyst for the cyanosilylation of various ketones and aldehydes. The reactions were complete within 30 minutes at room temperature in the presence of only one mol% gold(III) chloride, yielding the corresponding cyanohydrin trimethylsilyl ethers in very good yields. The isolated yields for the reactions of ketones were up to 98%, and the reactions of aldehydes gave 100% conversion, as monitored by 1 H NMR spectroscopy.
LETTER 921 3,4-Methano-b-Proline: A Conformationally Constrained b-Amino Acid S y n t h e s i s o f 3 , 4 -M e t h a n o -b -P r o l i n e Abstract: An enantiomerically pure, conformationally constrained b-proline derivative, 3,4-methano-b-proline, was synthesized starting with a readily available bicyclic lactone by using a straightforward synthetic route.
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