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- W1998758480 abstract "O-(α-Bromoacyl) cyanohydrins were prepared in a single step from a range of different aldehydes in combination with α-bromoacyl cyanides. By the use of a cyclic procedure where the two minor diastereoisomers from a chiral Lewis acid-catalyzed reaction undergo Candida antarctica lipase B (CALB)-catalyzed hydrolysis followed by dehydrocyanation to regenerate the starting material, the products were obtained in good to high yields and in most cases with excellent diastereoselectivites. The synthetic importance of these compounds was demonstrated by the synthesis of 4-amino-2(5H)-furanones, a class of compounds that have shown both biological activity and utility as synthetic intermediates. This transformation was achieved by an intramolecular Blaise reaction, which gave the products in high to excellent yields and enantiomeric ratios." @default.
- W1998758480 created "2016-06-24" @default.
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- W1998758480 date "2013-09-11" @default.
- W1998758480 modified "2023-10-02" @default.
- W1998758480 title "One-Step Preparation of <i>O</i>-(α-Bromoacyl) Cyanohydrins by Minor Enantiomer Recycling: Synthesis of 4-Amino-2(5<i>H</i>)-furanones" @default.
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- W1998758480 doi "https://doi.org/10.1021/jo401401c" @default.
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