Enzym-katalysierte Reaktionen, 8. Stereoselektive Darstellung von 2-Aminoalkoholen aus (R)- und (S)-Cyanhydrinen

✍ Scribed by Effenberger, Franz ;Gutterer, Beate ;Ziegler, Thomas

• Publisher: John Wiley and Sons
• Year: 1991
• Tongue: English
• Weight: 448 KB
• Volume: 1991
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199119910145

✦ Synopsis

Enzyme‐Catalyzed Reactions, 8. – Stereoselective Synthesis of 2‐Amino Alcohols from (R)‐ and (S)‐Cyanohydrins

erythro‐2‐Amino alcohols (1R,2S)‐ and (1S,2R)‐4 may be synthesized stereoselectively by addition of Grignard compounds to cyanohydrins (R)‐, (S)‐1 and their O‐trimethylsilyl derivatives 3, respectively, followed by hydrogenation. The threo‐2‐amino alcohols (1S,2S)‐ and (1R,2R)‐4 are easily accessible by inversion at C‐1 of the (1R,2S) and (1S,2R) compounds.