Irradiation of acidic methanol solutions of several alkylindenes leads to anti-Markovnikov addition of the solvent to the double bond with previously reported pbotoisomerizationa virtually eliminated. We have recently reported on two photoisomerixation reactions of alkylindenee, i.e. phototransposi
The photoinduced polar addition of methanol to 2H-pyrroles
โ Scribed by John M. Patterson; Robert L. Beine; Michael R. Boyd
- Publisher
- Elsevier Science
- Year
- 1971
- Tongue
- French
- Weight
- 211 KB
- Volume
- 12
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
The direct or sensitized photoinduced Ionic addition of alcohols to cyclohexenes and cycleheptenes but not cyclopentenes is well documented (1,2). Inetead of the addition reaction cyclopentenes undergo either double bond isomerieation and reduction (sensitized photolysis) (3) or polymerization (direct photolyais) (2). Cycloalkenee containing a carbonyl group conjugated with the double bond exhibit similar behavior. While cyclopentenone (4) and cyclohexenone (5) show no evidence for polar addition, cycloheptenoue (6), substituted cyclohexenonee (7), acylcyclohexenones (8) and pyrimidines (9) do. The reported (10) photoreaction of acylcyclopenteues with alcohols probably involves a radical addition since the products are alcohols rather than ethers.
๐ SIMILAR VOLUMES
We describe the photoinduced addition of methanol to 5(S)-5-triisopropylsiloxymethyi--N-boc-dihydropyrrole-2(SH)-one to produce 5(S)-5-triisopropylsiloxymethyl-4( S)-hydroxymethylpyrrolidine-2-one, and conversion of this into a variety of 4(S), 5(S)-pyrrolidine-2-ones. Photoinduced addition of metha
Study of Reactive Intermediates in Photoinduced Electron Transfer anti-Markovnikov Addition of Methanol to 1-Phenylcycloalkenes. -The isomer ratio in the title reaction is investigated for the first time based on mechanistical studies by means of fluorescence spectroscopy, pulse radiolysis and semi