Pauline Chabaud, G. Pèpe, J. Courcambeck
Apr 11, 2005
Citations
0
Influential Citations
10
Citations
Journal
Tetrahedron
Abstract
Abstract Diastereomers of tert-butyl-N-Boc-3-ethyl-4-hydroxy- l -prolinate 1 and 2 have been synthesized in six steps starting from readily available Boc-protected trans-4-hydroxy- l -proline. The key reactions in the synthesis are asymmetric reductions, firstly on the 4-ketoproline intermediate 6 and secondly on the 3-exocyclic olefin bond of the resulting allylic alcohol 7 or 8 . Reaction conditions were optimized in order to control the stereochemistry of the three chiral centers.