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ChemInform Abstract: Asymmetric Bridging Annulation Reaction Involving the Intramolecular Conjugate Addition of Chiral Imines to Enoates: Access to a Polycyclic System Related to the Taxane Core.

✍ Scribed by C. CAVE; S. BOGGERO; R. CASAS; F. DUMAS; J. MAHUTEAU; J. D'ANGELO


Book ID
112029660
Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
27
Category
Article
ISSN
0931-7597

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Asymmetric bridging annulation reaction
✍ Christian Cavé; Sophie Boggero; Ramon Casas; Françoise Dumas; Jacqueline Mahutea 📂 Article 📅 1995 🏛 Elsevier Science 🌐 English ⚖ 232 KB

R )-l-phenylethylamine-induced cyclization of ketoenoate 2 4 led to a 2:1 mixture of "all-cis" polycyclic adducts 2 5 and 2 6, structurally related to the taxane series. Ten years ago, we reported that chiral imines 3, derived from racemic 2-alkylcyclanones 1 and optically active 1-phenylethylamine