Photochemical transformations. XVII. Stereochemistry of the acetone-sensitized photocyclizations of the crotyl chlorides to 2-chloro-1-methylcyclopropanes
✍ Scribed by Stanley J. Cristol; Casmir S. Ilenda
- Book ID
- 104225720
- Publisher
- Elsevier Science
- Year
- 1976
- Tongue
- French
- Weight
- 229 KB
- Volume
- 17
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Photosensitized rearrangement of allylic chlorides to chlorocyclopropones has been shoivn 2,3,4 to be a general phenomenon. preliminary results3 on the conversion of isomers of 1,3-dichloropropene to isomers of 1,2-dichlorocyclopropane indicated that the photoreactions were stereoselective. However, these reactions were run to high conversions, with attendant cis-trans and allylic -isomerization of the reactants, so that the question of stereospecificity remained open. We decided, therefore, to look at the question of stereochemistry in somewhat more detail, choosing to work with crotyl chloride isomers 2 and g.