Abstract
Some title compounds have been synthesized in enantiomerically pure form starting from D- or L-glyceraldehyde as chiral precursors. A new synthesis of (+)-(Z)-methanohomoserine, one of the key intermediates employed, is also described. The target molecules are densely functionalized. Thus, in addition to one or two hydroxyl groups on a side-chain, an amino group is attached to a quaternary carbon of the cyclopropane ring, and the fourth substituent of such a stereogenic center contains a halogen atom, an alkyl group, or an alcohol, thioether or ester function. Some of these compounds are useful precursors in the synthesis of new cyclopropane nucleosides.
Original language | English |
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Pages (from-to) | 4245-4260 |
Journal | Tetrahedron Asymmetry |
Volume | 10 |
Issue number | 21 |
DOIs | |
Publication status | Published - 29 Oct 1999 |