This title appears in the Scientific Report :
2004
Please use the identifier:
http://dx.doi.org/10.1002/ejoc.200400078 in citations.
A Versatile Route to syn- and anti-a-Amino ß-Hydroxy Esters by Dynamic Kinetic Resolution with Ru-SYNPHOS® Catalyst
A Versatile Route to syn- and anti-a-Amino ß-Hydroxy Esters by Dynamic Kinetic Resolution with Ru-SYNPHOS® Catalyst
A general and practical synthesis of both syn- and anti-alpha-amino beta-hydroxy esters with high levels of selectivity by the use of Ru-SYNPHOS(R) catalysts is reported. The key transformations include asymmetric hydrogenations of alpha-N-substituted beta-keto esters protected as alpha-amido or alp...
Saved in:
Personal Name(s): | Mordant, C. |
---|---|
Dünkelmann, P. / Ratovelomanana-Vidal, V. / Genet, J.-P. | |
Contributing Institute: |
Biotechnologie 2; IBT-2 |
Published in: | European journal of organic chemistry (2004) S. 3017 - 3026 |
Imprint: |
Weinheim
Wiley-VCH Verl.
2004
|
Physical Description: |
3017 - 3026 |
DOI: |
10.1002/ejoc.200400078 |
Document Type: |
Journal Article |
Research Program: |
Biotechnologie |
Series Title: |
European Journal of Organic Chemistry
|
Subject (ZB): | |
Publikationsportal JuSER |
A general and practical synthesis of both syn- and anti-alpha-amino beta-hydroxy esters with high levels of selectivity by the use of Ru-SYNPHOS(R) catalysts is reported. The key transformations include asymmetric hydrogenations of alpha-N-substituted beta-keto esters protected as alpha-amido or alpha-amino hydrochloride derivatives, respectively. The Ru-II-catalyzed hydrogenation of alpha-amino beta-keto ester hydrochlorides affords the corresponding anti-alpha-amino beta-hydroxy esters with high diastereoselectivities (up to 99%) and enantioselectivities (up to 97%) through dynamic kinetic resolution (DKR). ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004). |