Journal Article

FZJ-2015-01015

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Stereoselective synthesis of γ-hydroxynorvaline through combination of organo- and biocatalysis

Simon, R. C. (Corresponding Author) ; Busto, E. ; Schrittwieser, J. H. ; Sattler, J. H. ; Pietruszka, J.FZJ* ; Faber, K. ; Kroutil, W.

2014
Soc. Cambridge

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Please use a persistent id in citations: http://hdl.handle.net/2128/8318  doi:10.1039/C4CC06230B

Abstract: An efficient route for the synthesis of all four diastereomers of PMP-protected α-amino-γ-butyrolacton to access γ-hydroxynorvaline was established. The asymmetric key steps comprise an organocatalytic Mannich reaction and an enzymatic ketone reduction. Three reaction steps could be integrated in a one-pot process, using 2-PrOH both as solvent and as reducing agent. The sequential construction of stereogenic centres gave access to each of the four stereoisomers in high yield and with excellent stereocontrol.

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Contributing Institute(s):

1. Institut für Bioorganische Chemie (HHUD) (IBOC)
2. Biotechnologie (IBG-1)

Research Program(s):

1. 899 - ohne Topic (POF2-899) (POF2-899)

Appears in the scientific report 2014

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Database coverage:
; ; ; Allianz-Lizenz / DFG ; Current Contents - Physical, Chemical and Earth Sciences ; IF >= 5 ; JCR ; NCBI Molecular Biology Database ; Nationallizenz ; SCOPUS ; Science Citation Index ; Science Citation Index Expanded ; Thomson Reuters Master Journal List ; Web of Science Core Collection

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