𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Asymmetric total syntheses of (+)- and (−)-pulo'upone

✍ Scribed by Tsutomu Sugahara; Takashi Iwata; Miyako Yamaoka; Seiichi Takano


Book ID
104229741
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
239 KB
Volume
30
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


Asymmetric total syntheses of both enantiomers of marine mollusk metabolite pulo'upone 1 have been achieved by Evans' asymmetric Diels-Alder reaction.


📜 SIMILAR VOLUMES


Total synthesis of (±)-pulo'upone
✍ Steven D. Burke; Anthony D. Piscopio; John L. Buchanan 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 195 KB
Enantioselective synthesis and absolute
✍ Wolfgang Oppolzer; Dominique Dupuis; Giovanni Poli; Tony M. Raynham; Gérald Bern 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 297 KB

Pulo'upone (1) was synthesized via an asymmetric, bornane-10,2-sultam-directed, intramolecular Diels-Alderaction (2 -+ 2) and a 2\_pyridylcuprate/allylacetate coupling (18 + I). The (6'R, 9'S, 13'R. 14'R)configuration of (-)-I follows from an X-ray diffraction analysis of the cycloaddition product

Asymmetric Total Syntheses of Platensimy
✍ K. C. Nicolaou; David J. Edmonds; Ang Li; G. Scott Tria 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 English ⚖ 130 KB 👁 2 views
Asymmetric Total Syntheses of Platensimy
✍ K. C. Nicolaou; David J. Edmonds; Ang Li; G. Scott Tria 📂 Article 📅 2007 🏛 John Wiley and Sons 🌐 English ⚖ 130 KB 👁 2 views