Novel and efficient transformation of alpha-amino nitrile to alpha-imino and alpha-amide nitriles in asymmetric Strecker synthesis

Authors
Namba, K Kawasaki, M Takada, I Iwama, S Izumida, M Shinada, T Ohfune, Y
Citation
K. Namba et al., Novel and efficient transformation of alpha-amino nitrile to alpha-imino and alpha-amide nitriles in asymmetric Strecker synthesis, TETRAHEDR L, 42(22), 2001, pp. 3733-3736
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
22
Year of publication
2001
Pages
3733 - 3736
Database
ISI
SICI code
0040-4039(20010528)42:22<3733:NAETOA>2.0.ZU;2-L
Abstract
Oxidation of alpha -amino nitrile 4 with ozone gave rise to a mixture of al pha -imino nitrile 5 and a novel fragmentation product of 6 in one-step. Th e mixture was converted to a variety of alpha -substituted alpha -amino aci ds 7 in high yields, which enabled the asymmetric transferring Strecker syn thesis to be a widely useful method. (C) 2001 Elsevier Science Ltd. All rig hts reserved.