Oxa-di-π-methane Photochemical Rearrangement of Quinuclidinones. Synthesis of Pyrrolizidinones.
✍ Scribed by Cynthia K. McClure; Anthony J. Kiessling; Jeffrey S. Link
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 134 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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## Abstract The irradiation of 17β‐acetoxy‐4‐oxa‐1,5‐androstadien‐3‐one (**12**) yielded the two stereoisomeric spiro‐lactones **13** and **14**, which result from a di‐π‐methane photorearrangement. A third product, the oxa‐anthrasteroid **15**, was also isolated (__Scheme 3__).
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
## Abstract For Abstract see ChemInform Abstract in Full Text.