𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Stereoselective Ring Closure of Methyl-5-hexenyl-aluminium Systems

✍ Scribed by Annibale Stefani

Publisher
John Wiley and Sons
Year
1974
Tongue
German
Weight
399 KB
Volume
57
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A remarkable intramolecular stereoselectivity was observed in the ring closure reactions of 1‐, 2‐, 3‐, and 4‐methyl‐5‐hexenyl‐aluminium systems. The possible relationship between this stereoselectivity and the relative thermodynamic stabilities of the conformers involved in the cyclization reactions, is discussed.

πŸ“œ SIMILAR VOLUMES

Ring closure of 2-thia- and 2-sulfonyl-5
Ring closure of 2-thia- and 2-sulfonyl-5-hexenyl radicals
✍ Ernest W. Della; Sean D. Graney πŸ“‚ Article πŸ“… 2000 πŸ› Elsevier Science 🌐 French βš– 66 KB

Reductive cyclisation of the 2-sulfonyl-5-hexenyl radical with tributyltin hydride in benzene at 80Β°C affords a 73:23 mixture of the sulfones derived from 5-exo-and 6-endo-ring closure with a small quantity (4%) of reduced material; under identical conditions, the 2-thia-5-hexenyl radical gives a 70

Regioselectivity of ring closure of the
Regioselectivity of ring closure of the 2-azonia-2,2,5-trimethyl-5-hexenyl radical
✍ Ernest W Della; Paul A Smith πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 71 KB

The 2-azonia-2,2,5-trimethyl-5-hexenyl radical 9, derived from treatment of 1-iodo-2,2,5-trimethyl-2-azonia-5-hexenyl iodide 12 with tributyltin hydride, is found to give an 8:3:1 mixture of the isomeric 5-exo, 6-endo and acyclic ammonium salts. A rationale for the observed regioselectivity is propo

Six- versus five-membered ring formation
Six- versus five-membered ring formation in radical cyclization of 1-vinyl-5-methyl-5-hexenyl radicals
✍ Ana M. GΓ³mez; Marı́a D. Company; Clara Uriel; Serafı́n Valverde; J.CristΓ³bal LΓ³p πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 74 KB

Radical cyclization of 1-vinyl-5-methyl-5-hexenyl radicals (radical numbering) affords six-membered ring products prevailing over the isomeric five-membered ring compounds; the former are generated through two reaction pathways: 6-endo-trig ring closure and rearrangement of intermediate methylenecyc

Stereoselective synthesis of 3-(phenylsu
Stereoselective synthesis of 3-(phenylsulphonyl)-2,5 disubstituted tetrahydrofurans via 5-endo-trig ring-closure reactions
✍ Donald Craig; Alison M. Smith πŸ“‚ Article πŸ“… 1992 πŸ› Elsevier Science 🌐 French βš– 259 KB

The synthesis and srereoseleclive 5-endo-Irig cyclization reactions of a series of sulphonyl-subst,slituted homoallylic alcohols are reported. Some competing reactions are described. and a model is proposed to account for the observed stereoselectivity.