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A stereoselective synthesis of two epimeric polypropionate fragments with four adjacent chiral centers from 7-oxanorbornene derivatives

✍ Scribed by Odón Arjona; Roberto Menchaca; Joaquín Plumet

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
194 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

The two eptmenc stereotetrads 3 (syn, anti, antO and 4 (syn, antt, yyn) have been prepared from the Daels-Alder endo adduct of furan and acrylic aod, using as a key step a new epoxysulfone-enone transformauon.

📜 SIMILAR VOLUMES

Polypropionates from 7-oxanorbornene der
Polypropionates from 7-oxanorbornene derivatives. A stereoselective and divergent synthesis of fragments with four contiguous chiral centers
✍ José Luis Aceña; Odón Arjona; Marisa León; Joaquín Plumet 📂 Article 📅 1996 🏛 Elsevier Science 🌐 French ⚖ 245 KB

The eplmerlc stereotetrads 12 and 14 have been prepared starting from the Diels-Alder endo adduct of furan and acrylic acid. The key steps of the route were the alkylatlve cleavage of the oxygen bridge and the transformation of the resulting cyclic vinyl sulfone into the ally1 isomer.