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Influence of Lewis Acids on the [4 + 2] Cycloaddition of N,N′-Fumaroylbis[(2R)-bornane-10,2-sultam] to Cyclopentadiene and application to various dienes

✍ Scribed by Tomasz Bauer; Christian Chapuis; Anna Kucharska; Piotr Rzepecki; Janusz Jurczak

Publisher
John Wiley and Sons
Year
1998
Tongue
German
Weight
392 KB
Volume
81
Category
Article
ISSN
0018-019X

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📜 SIMILAR VOLUMES

Complete π-Facial Stereoselectivity in t
Complete π-Facial Stereoselectivity in the TiCl4-Mediated [4 + 2] Cycloaddition of Cyclopentadiene to N,N′-fumaroyldi[(2R)-bornane-10,2-sultam]
✍ Christian Chapius; Piotr Rzepecki; Tomasz Bauer; Janusz Jurczak 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 German ⚖ 417 KB

## Abstract Under the co‐operative influence of two prosthetic groups, and independent of the TiCl~4~ concentration, complete and constant diastereofacial π‐selection was achieved during the [4 + 2] cycloaddition of cyclopentadiene to __N__,__N__′‐fumaroyl‐di[(2__R__)‐bornane‐10,2‐sultam] ((−)‐1c);

Stereoselectivity in the TiCl4-Catalyzed
Stereoselectivity in the TiCl4-Catalyzed [4+2] Cycloaddition of Cyclopentadiene to (2R)-Bornane-10,2-sultam Derivatives of Fumaric Acid Monoesters
✍ Michal Achmatowicz; Christian Chapuis; Piotr Rzepecki; Janusz Jurczak 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 German ⚖ 134 KB 👁 2 views

The [4 2] cycloaddition of cyclopentadiene to the (2R )-bornane-10,2-sultam derivative (À)-1b of fumaric monomethyl ester proceeds with high endo and p-facial diastereoselectivity in the presence of 0.5 mol-equiv. of TiCl 4 . The major diastereoisomer endo-(2R,3R )-2b, isolated in 87% yield by cryst