Abstract
A stereodivergent synthetic route has been developed to make the optically pure anti- and syn-β-substituted cysteine and serine derivatives. In this approach, the key intermediates, > 94% enantiomerically pure cyclic sulfates 3 and aziridines 7, were prepared from α,β-unsaturated esters 1, employing the Sharpless asymmetric dihydroxylation. The high regio- and stereoselective ring-opening reactions of cyclic sulfates and aziridines provided enantiomerically pure β-substituted cysteine and serine derivatives.
Original language | English (US) |
---|---|
Pages (from-to) | 3514-3517 |
Number of pages | 4 |
Journal | Journal of Organic Chemistry |
Volume | 67 |
Issue number | 10 |
DOIs | |
State | Published - May 17 2002 |
ASJC Scopus subject areas
- Organic Chemistry