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Müller, Tobias ; Dettner, Konrad ; Seifert, Karlheinz:
Straightforward Synthesis of all Stenusine and Norstenusine Stereoisomers.
In: European Journal of Organic Chemistry.
(2011)
Heft 30
.
- S. 6032-6038.
ISSN 1099-0690
DOI: https://doi.org/10.1002/ejoc.201100612
Abstract
All the stereoisomers of stenusine (1) and norstenusine (21) have been efficiently synthesized by the asymmetric hydrogenation of pyridines. The (2R,3S)- and (2R,3R)-isomers of 1, that are difficult to prepare, have been synthesized for the first time using a chemoenzymatic approach in eight steps with an 8 % total yield. All the target compounds were obtained in good stereochemical purity by using very simple and inexpensive reagents and auxiliaries.