Rearrangement of a carboxy-substituted spiro[4.4]nonatriene to annulated fulvenes through a Pd(II)-mediated 1,5-vinyl shift

Chem. Sci., 2023, Advance Article
DOI: 10.1039/D3SC03222A, Edge Article
Open Access Open Access
Karan Goyal, Garrett A. Kukier, Xiangyang Chen, Aneta Turlik, K. N. Houk, Richmond Sarpong
A transformation of spiro[4.4]nonatrienes to aryl-substituted, enantioenriched annulated fulvenes is reported. DFT calculations and empirical results support a novel mechanism of reaction involving a 1,5-vinyl shift from a vinyl–palladium species.
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