Abstract
It has been demonstrated for the first time that Rh(I)-catalyzed asymmetric hydrogenation of cyclic β-enamino acid derivatives 1 using chiral bisphosphines could be a highly efficient synthetic method for optically active homoproline derivatives. The enantioselectivity and conversion yield were largely dependent upon the chiral ligand. Using the Me-BDPMI forming a seven-membered metal chelate, the N-acetylated β-enamino acid methyl ester 1a was hydrogenated to give optically active homoproline derivative 2a with 100% conversion and 96% ee.
Original language | English |
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Pages (from-to) | 2209-2212 |
Number of pages | 4 |
Journal | Tetrahedron Asymmetry |
Volume | 15 |
Issue number | 14 |
DOIs | |
State | Published - 26 Jul 2004 |