A straightforward phosphine-catalyzed formal [4+2] annulation between α-branched allenoates and arylidene azlactones has been developed to access highly functionalized spirocyclohexenes. This cyclization favors the γ-addition of the phosphine-activated allenoates over a β'-addition pathway. Detailed computational studies support the proposed mechanism and provide a reasonable explanation for the observed regioselectivity and the noted effect of the catalyst.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6114148 | PMC |
http://dx.doi.org/10.1002/ajoc.201800275 | DOI Listing |
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