ASYMMETRIC AMINOHYDROXYLATION OF SUBSTITUTED STYRENES USING T-BUTYL CARBAMATE

Citation
P. Obrien et al., ASYMMETRIC AMINOHYDROXYLATION OF SUBSTITUTED STYRENES USING T-BUTYL CARBAMATE, Tetrahedron letters, 39(23), 1998, pp. 4099-4102
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
39
Issue
23
Year of publication
1998
Pages
4099 - 4102
Database
ISI
SICI code
0040-4039(1998)39:23<4099:AAOSSU>2.0.ZU;2-W
Abstract
A variety of substituted styrenes have been aminohydroxylated using t- butyl carbamate to give either enantiomer of highly enantiomerically e nriched N-Boc protected amino alcohols in good yields. Better levels o f regioselectivity were observed with (DHQ)(2)PHAL than with (DHQD)(2) PHAL even though the enantioselectivities observed were comparable. On e of the amino alcohol products was converted into a novel chiral diam ine. (C) 1998 Elsevier Science Ltd. All rights reserved.