Highly enantioselective synthesis of anti aryl β-hydroxy α-amino esters via DKR transfer hydrogenation
✍ Scribed by Zhuqing Liu; C.Scott Shultz; Candice A. Sherwood; Shane Krska; Peter G. Dormer; Richard Desmond; Claire Lee; Edward C. Sherer; Joseph Shpungin; James Cuff; Feng Xu
- Book ID
- 104098915
- Publisher
- Elsevier Science
- Year
- 2011
- Tongue
- French
- Weight
- 456 KB
- Volume
- 52
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
An efficient preparation of highly enantiomerically enriched aryl b-hydroxy a-amino esters via dynamic kinetic resolution (DKR), asymmetric transfer hydrogenation of a-amino b-keto esters is described. The anti b-hydroxyl a-amino esters were obtained both in high yields and high diasteroselectivity. The observed high anti selectivity is inconsistent with the previous results in literature. The absolute stereochemistry of the aryl b-hydroxy a-amino esters was unambiguously confirmed via chemical derivatization as well as Vibrational Circular Dichroism (VCD) techniques.
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