Department of Chemistry and Biochemistry, University of Sussex, Brighton BN1 9QJ, UK.
J Am Chem Soc. 2010 Jan 13;132(1):4-5. doi: 10.1021/ja906163s.
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.
报告了一个显著的双[3+2]光环加成反应，该反应导致芳基缩醛 1 生成 fenestrane 2。在 2 的形成过程中，在一锅法中形成了四个碳-碳键、五个新环和七个新的立体中心。反应从线性 meta 光加成产物 3 以顺序方式发生，而角状 meta 光加成产物 4 则经历了另一种断裂-迁移光反应，生成角状三环 6。
