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Diastereoselective synthesis of (1S,2S,3R,4R) and (1R,2S,3R,4S)-bicyclo[2.2.1]hept-2-amino-2,3-dicarboxylic acids: New conformationally-constrained (S)-aspartic acid analogues

✍ Scribed by Elena Buñuel; Carlos Cativiela; Maria D. Diaz-de-Villegas

Publisher: Elsevier Science
Year: 1996
Tongue: English
Weight: 430 KB
Volume: 7
Category: Article
ISSN: 0957-4166
DOI: 10.1016/0957-4166(96)00172-3

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✦ Synopsis

The tide compounds were prepared from key intermediates readily obtained by the stereoselective Diels-Alder reaction of (Z)-2-pbenyl-4-[(S)-2,2-dimethyl-l,3dioxolan-4-ylmethylene]-5(4H)-oxazolone, a chiral az-lactone derived from (R)glyceraldehyde and cyclopentadiene.

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