A new process for the enantioselective synthesis of chiral α-aryloxy- and α-hydroxy acids
✍ Scribed by E.J. Corey; John O. Link
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 305 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Chiral trichloromethyl carbinols 3, readily available by catalytic enantioselective redaction of trichloromethyl ketones, are converted with inversion of configuration into chiral aarylov and a-hydroxy carboxylic acid derivatives.
📜 SIMILAR VOLUMES
A practical procedure to prepare enantiomerically pure a-hydroxy amides from chiral a-hydroxy acids and electron-de®cient anilines via N-sul®nylaniline derivatives has been developed.
The reduction of a variety of achiral ketones with catecholborane as stoichiometric reductant and 0.1 equiv of oxaxaborolidine 2 as catalyst in toluene at -78'C proceeds in > 95% yield and with enantioselectivities in the range 30: 1 to 9: 1, depending on substrate. This reduction procedure is espec