Enantioselective approach to 3-substituted prolines

Authors
Kamenecka, TM Park, YJ Lin, LS Lanza, T Hagmann, WK
Citation
Tm. Kamenecka et al., Enantioselective approach to 3-substituted prolines, TETRAHEDR L, 42(49), 2001, pp. 8571-8573
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
49
Year of publication
2001
Pages
8571 - 8573
Database
ISI
SICI code
0040-4039(200112)42:49<8571:EAT3P>2.0.ZU;2-K
Abstract
Enantio selective synthesis of 3-substituted prolines was achieved starting from commercially available 3-hydroxy-(S)-2-proline. Palladium-mediated co uplings were used to introduce a variety of groups at C3 using the correspo nding enol triflate derived from N-trityl 3-oxo-(S)-2-proline methyl ester. Cleavage of the trityl residue and hydrogenation provided final products w ith good to modest diastereoselectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.