Abstract
The synthesis of chiral (2S)- and (2R)-4-methyleneoxazolidin-5-ones, in high enantiomeric purity from (S)-S-methylcysteine, and their highly exo-selective Diels-Alder reactions with cyclic dienes are described. (1R,2S,4S)-2-Aminobicyclo[2.2.1]heptane-2-carboxylic acid has been prepared in 92% e.e. by these methods. A number of the products have been characterized by single-crystal X-ray methods, and their structure systematics examined.
Original language | English |
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Pages (from-to) | 73-93 |
Journal | Australian Journal of Chemistry: an international journal for chemical science |
Volume | 46 |
DOIs | |
Publication status | Published - 1993 |