Direct asymmetric synthesis of oxazolines from olefins using a chiral nitridomanganese complex: a novel three-component coupling leading to chiral oxazolines

Authors
Minakata, S Nishimura, M Takahashi, T Oderaotoshi, Y Komatsu, M
Citation
S. Minakata et al., Direct asymmetric synthesis of oxazolines from olefins using a chiral nitridomanganese complex: a novel three-component coupling leading to chiral oxazolines, TETRAHEDR L, 42(51), 2001, pp. 9019-9022
Citations number
49
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
51
Year of publication
2001
Pages
9019 - 9022
Database
ISI
SICI code
0040-4039(200112)42:51<9019:DASOOF>2.0.ZU;2-3
Abstract
A new synthetic method for chiral oxazolines has been developed by NI unit transfer to olefins using a chiral nitridomanganese complex. When trans-dis ubstituted styrenes were treated with chiral complex I in the presence of a n acid chloride. oxazolines were obtained with high enantioselectivities (u p to 92% ee). Furthermore. the produced oxazolines could be easily converte d into beta -amino alcohols, which are ephedrine derivatives, (C) 2001 Else vier Science Ltd. All rights reserved.