Highly enantioselective osmium dihydroxylation of unsubstituted allyl N-phenylcarbamate using AD-mix reagents

Authors
Kawashima, E Naito, Y Ishido, Y
Citation
E. Kawashima et al., Highly enantioselective osmium dihydroxylation of unsubstituted allyl N-phenylcarbamate using AD-mix reagents, TETRAHEDR L, 41(20), 2000, pp. 3903-3906
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
20
Year of publication
2000
Pages
3903 - 3906
Database
ISI
SICI code
0040-4039(20000521)41:20<3903:HEODOU>2.0.ZU;2-V
Abstract
A prominent effect of the phenylcarbamoyl protecting group on the asymmetri c dihydroxylation (AD) reaction was confirmed in both of the reactions of a llyl N-phenylcarbamate with AD-mix-alpha and -beta, bringing about excellen t enantioselectivity (>99% ee) to give (R)- and (S)-glycerol 1-(N-phenylcar bamate) in quantitative yields, respectively. (C) 2000 Elsevier Science Ltd . All rights reserved.