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A new straightforward synthesis of 2,3-aziridino-γ-lactones

✍ Scribed by Carole de Saint-Fuscien; Aurélie Tarrade; Philippe Dauban; Robert H Dodd

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
143 KB
Volume
41
Category
Article
ISSN
0040-4039

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Enantiospecific synthesis of 3,4-disubst
Enantiospecific synthesis of 3,4-disubstituted glutamic acids via controlled stepwise ring-opening of 2,3-aziridino-γ-lactone
✍ Zhaohua Yan; Robert Weaving; Philippe Dauban; Robert H. Dodd 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 265 KB

The preparation of enantiomerically pure 3,4-disubstituted glutamic acids is described starting from D-ribose. This preparation involved the use of a 2,3-aziridino-g-lactone whose reactivity towards nucleophiles could be efficiently controlled to allow selective functionalization at the b-position.