𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Intramolecular diels-alder reaction with furan-diene. A novel potential entry to steroids.

✍ Scribed by Luc A. Van Royen; Roelant Mijngheer; Pierre J. De Clercq

Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
238 KB
Volume
23
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Depending on the reaction conditions the intramolecular Diels-Alder reaction of furan-diene 14 yields predominantly either one of two adducts 16a and 16b , which possess the necessary --functionality for eventual transformation into corticosteroids. The dienophile was intro-

📜 SIMILAR VOLUMES

Intramolecular diels-alder reaction with
Intramolecular diels-alder reaction with furan diene. A new synthesis of 11-keto steroids
✍ Luc A Van Royen; Roelant Mijngheer; Pierre J De Clercq 📂 Article 📅 1983 🏛 Elsevier Science 🌐 French ⚖ 255 KB

A novel D + BCD + ABCD route to ll-keto steroids is reported involving a high yield stereoselective intramolecular Diels-Alder reaction of furan-diene 5a in water as a key-step. The dienophilic side chain is readily introduced starting from 2 via a sequence involving alkylation with ethyl 4-iodo-3-

Intramolecular Diels-Alder Reaction with
Intramolecular Diels-Alder Reaction with Furan-Diene. 1. A Novel Entry to the BCD-Ring System of 11-Ketosteroids
✍ Luc A. van Royen; Roelant Mijngheer; Pierre J. De Clercq 📂 Article 📅 2010 🏛 Wiley (John Wiley & Sons) ⚖ 1012 KB

A novel Approach f o r t h e s y n t h e s i s of t h e BCD-ring system i n s t e r o i d s i s d e s c r i b e d . The sequence centers about t h e i n t r a m o l e c u l a r Diels-Alder r e a c t i o n of f u r a n 1 5 , which, depending on t h e r e a c t i o n c o n d i t i o n s , l e a d s pr