𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Cationic bis(oxazoline)Cu(II) lewis acid catalysts. Application to the asymmetric synthesis of ent-Δ1-tetrahydrocannabinol

✍ Scribed by David A. Evans; Eileen A. Shaughnessy; David M. Barnes

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

No coin nor oath required. For personal study only.

✦ Synopsis

The Diels-Alder reaction of acryloyl oxazolidinone and l-acetoxy-3-methylbutadiene is catalyzed by the cationic bis(oxazoline)Cu(II) complex 4 in high enantioselectivity. The cycloadduct is converted to ent-A ltetrahydrocannabinol (THC) in four steps.

📜 SIMILAR VOLUMES

Cationic bis(oxazoline)Cu(II) Lewis acid
Cationic bis(oxazoline)Cu(II) Lewis acid catalysts. Enantioselective furan Diels-Alder reaction in the synthesis of ent-shikimic acid
✍ David A. Evans; David M. Barnes 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 153 KB

The highly enantioselective Diels-Alder reaction between acryloyl oxazolidinone and furan, catalyzed by cationic bis(4-tert-butyloxazoline)Cu(II) complex 1, is presented. Though the reaction equilibrates rapidly at -20 °C, reaction at -78 °C permits isolation of the kinetic product mixture. The synt

ChemInform Abstract: Cationic Bis(oxazol
ChemInform Abstract: Cationic Bis(oxazoline)Cu(II) Lewis Acid Catalysts. Enantioselective Furan Diels-Alder Reaction in the Synthesis of ent-Shikimic Acid.
✍ D. A. EVANS; D. M. BARNES 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 2 views

Cationic Bis(oxazoline)Cu(II) Lewis Acid Catalysts. Enantioselective Furan Diels-Alder Reaction in the Synthesis of ent-Shikimic Acid. -In the synthesis of the title compound (IX) the key intermediate (III) is obtained under optimized conditions via an enantioselective Diels-Alder reaction. It is no