Categories: C=O Bond Formation > Synthesis of carboxylic acids >
Synthesis of carboxylic acids by hydrolysis or deprotection
Related |
|
Name Reactions
Recent Literature
(R)-β-Hydroxy nitriles were obtained via a reduction catalyzed by a
recombinant carbonyl reductase with excellent optical purity and were further
converted to (R)-β-hydroxy carboxylic acids via a nitrilase-catalyzed
hydrolysis. The present study allows ready access to both chiral β-hydroxy
nitriles and β-hydroxy carboxylic acids of pharmaceutical importance.
D. Zhu, H. Ankati, C. Mukherjee, Y. Yang, E. R. Biehl, L. Hua, Org. Lett., 2007,
9, 2561-2563.
The reaction of alkenyl trichloromethyl carbinols with various nucleophiles
under protic basic conditions reveals that mercaptans participate by
α-substitution (SN2), wheareas hydroxide prefers γ-substitution
with stereoselective allylic transposition (SN2').
Regioselectivity with alkoxides depends upon alkene substitution.
J. L. Shamshina, T. S. Snowden, Org. Lett., 2006, 8, 5881-5884.
