𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Stereoselectivity in the thermal cycloaddition reactions of tetrafluoroethylene to derivatives of α-(4-ethoxyphenyl)acrylic acid

✍ Scribed by Algirdas K. Serelis; Gregory W. Simpson

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
175 KB
Volume
38
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Esters of chiral auxiliaries with a-(4-ethoxyphenyl)acrylic acid.undergo diastereoselective addition reactions with tetrafluoroethylene at 130 °-170" t'o afford tetrafluorocyclobutanecarboxylic esters. The oxazoline derived from (+)-(1S,2R)norephedrine and a-(4-ethoxyphenyl)acrylic acid shows negligible stereoselectivity.

📜 SIMILAR VOLUMES

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

Asymmetric induction in the [4+2]cycload
Asymmetric induction in the [4+2]cycloaddition of cyclopentadiene and furan to chiral derivatives of fumaric acid
✍ Anna Kucharska; Renata Gorczyńska; Christian Chapuis; Janusz Jurczak 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 100 KB 👁 1 views

## Abstract [4+2]Cycloaddition reactions of cyclopentadiene (**1a**) and furan (**1b**) to __N,N′__‐fumaroyldi[(2__R__)‐bornane‐10,2‐sultam] (**2**) and to __N,N′__‐fumaroyldi[(2__R__)‐bornane‐10,2‐(2′‐phenyl‐pyrazol‐3′‐one)] (**3**) are presented. A correlation between the solvent polarity and the