Asymmetric aminohydroxylation of substituted styrenes using t-butyl carbamate

Article abstract of DOI:10.1016/S0040-4039(98)00665-0

A variety of substituted styrenes have been aminohydroxylated using t- butyl carbamate to give either enantiomer of highly enantiomerically enriched N-Boc protected amino alcohols in good yields. Better levels of regioselectivity were observed with (DHQ)₂PHAL than with (DHQD)₂PH. AL even though the enantioselectivities observed were comparable. One of the amino alcohol products was converted into a novel chiral diamine.