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Stereoselective Allylation of 4-Oxoazetidine-2-carbaldehydes. Application to the Stereocontrolled Synthesis of Fused Tricyclic β-Lactams via Intramolecular Diels−Alder Reaction of 2-Azetidinone-Tethered Trienes†

✍ Scribed by Alcaide, Benito; Almendros, Pedro; Salgado, Nati R.


Book ID
111951855
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
209 KB
Volume
65
Category
Article
ISSN
0022-3263

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✍ Benito Alcaide; Pedro Almendros 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

New Synthesis of Fused Tricyclic 2-Azetidinones Using Stereoselective Allylation of cis-4-Formyl-β-lactams and Intramolecular Diels-Alder Reaction. -SnCl 4 -promoted addition of (II) to azetidinones (I) gives 1-hydroxy-homoallyl-β-lactams (III) with excellent stereoselectivities. The mesylates of