𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Photocycloaddition Reactions of 2-(Alk-3-en-1-ynyl)cyclohex-2-enones

✍ Scribed by Janne Möbius; Paul Margaretha

Publisher
John Wiley and Sons
Year
2008
Tongue
German
Weight
143 KB
Volume
91
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The newly synthesized 2‐(alk‐3‐en‐1‐ynyl)cyclohex‐2‐enones 4 undergo photodimerization (chemo‐ and regio‐)selectively at the exocyclic CC bond to give diastereoisomeric mixtures of 1,2‐dialkynyl‐1,2‐dimethylcyclobutanes. On irradiation of 4 in the presence of 2‐chloroacrylonitrile, cyclobutane formation occurs again (chemo‐ and regio‐)selectively at the exocyclic CC bond to afford diastereoisomeric mixtures of 2‐alkynyl‐1‐chloro‐2‐methylcyclobutanecarbonitriles. Similarly, compounds 4 undergo photoaddition to 2,3‐dimethylbuta‐1,3‐diene exclusively at the exocyclic CC bond to afford mixtures of [2+2] and [4+2] cycloadducts.

📜 SIMILAR VOLUMES

ChemInform Abstract: Photocycloaddition
ChemInform Abstract: Photocycloaddition Reactions of 2-(Alk-3-en-1-ynyl)cyclohex-2-enones.
✍ Janne Moebius; Paul Margaretha 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 27 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Photocycloaddition Reactions of 5,5-Dime
Photocycloaddition Reactions of 5,5-Dimethyl-3-(3-methylbut-3-en-1-ynyl)cyclohex-2-en-1-one
✍ Inga Inhülsen; Jürgen Kopf; Paul Margaretha 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 German ⚖ 197 KB

## Abstract The title cyclohexenone **1d** undergoes photodimerization selectively at the exocyclic CC bond to give a 1 : 1 mixture of 1,2‐dialkynyl‐1,2‐dimethylcyclobutanes **6** and **7**. On irradiation in the presence of 2,3‐dimethylbuta‐1,3‐diene, **1d** affords bicyclo[8.4.0]tetradeca‐1,2,3,

Photoannelation Reactions of 3-(Alk-1-yn
Photoannelation Reactions of 3-(Alk-1-ynyl)cyclohept-2-en-1-ones
✍ M. Robert J. Vallée; Inga Inhülsen; Paul Margaretha 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 German ⚖ 173 KB

## Abstract Irradiation (350 nm) of the newly synthesized 3‐(alk‐1‐ynyl)cyclohept‐2‐en‐1‐ones **1** and **2** leads to the selective formation of tricyclic __head‐to‐head__ dimers. In the presence of 2,3‐dimethylbuta‐1,3‐diene, the (monocyclic) enone **1** affords __trans__‐fused 7‐alkynyl‐bicyclo[

Photocycloaddition of Conjugated Cyclohe
Photocycloaddition of Conjugated Cyclohex-2-enones to 2,3-Dimethylbuta-1,3-diene
✍ Inga Inhülsen; Kerstin Schmidt; Paul Margaretha 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 German ⚖ 149 KB

## Abstract On irradiation, in the presence of 2,3‐dimethylbuta‐1,3‐diene, naphthalen‐2‐ones **1** are quantitatively and regioselectively converted to mixtures of diastereoisomeric cyclobutane adducts **3** and **4**, whereas, under these conditions, 3‐(alk‐1‐ynyl)cyclohex‐2‐enones **5** give only