AI Article Synopsis
- A unique double photocycloaddition reaction transforms aromatic acetal 1 into fenestrane 2, resulting in the creation of multiple carbon-carbon bonds, rings, and stereocenters all at once.
- This one-step process starts with the linear meta photocycloadduct 3, leading to the final product, while a different pathway from angular meta photocycloadduct 4 leads to angular tricycle 6 through fragmentation and translocation.
- The reaction showcases the complexity of molecular formation by introducing several new structures and connections in a single procedure.
Article Abstract
A remarkable double [3 + 2] photocycloaddition reaction that results in the formation of fenestrane 2 from aromatic acetal 1 is reported. During the formation of 2, four carbon-carbon bonds, five new rings, and seven new stereocenters are created in a one-pot process. The reaction occurs in a sequential manner from the linear meta photocycloadduct 3, while the angular meta photocycloadduct 4 undergoes an alternative fragmentation-translocation photoreaction to afford angular tricycle 6.
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| http://dx.doi.org/10.1021/ja906163s | DOI Listing |
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