The stereochemistry of the oxa-di-π-methane rearrangement
✍ Scribed by Jeffrey I. Seeman; Herman Ziffer
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 191 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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Studies directed toward an application of the oxa-di-pi-methane (ODPM) photoisomerization to convert a bicyclol4.4.1]undecene (1) to a bicyclo15.3.1]undecene (3) are described, This transformation, which is equivalent to a 1,2-acyl shift, could find utility in the synthesis of bioactive natural prod
## Abstract The triplet photosensitization of the β, γ, β^1^, γ^1^‐dienone 2 leads to the formation of the DPM isomer 6 and the two ODPM isomers 7 and 8 in a ratio of 35:17:10. This is the first reported example of a substrate which exhibits intramolecular competition as demonstrated by the occurre
Application of the Oxa-di-π-methane Photoisomerization in the Rearrangement of Carbocycles Possessing Bridgehead Unsaturation. -The bridged compound (I) is found to undergo oxa-di-π-methane photoisomerization. However, reductive opening of the cyclopropane unit of the intermediate (II) does not yie