Publication: Octacarbonyldicobalt-Induced (1,3) H Shifts in 1-Methylallenecarboxylates and Allenic Lactones
Octacarbonyldicobalt-Induced (1,3) H Shifts in 1-Methylallenecarboxylates and Allenic Lactones
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Trifonov, L. S., Orahovats, A. S., & Heimgartner, H. (1987). Octacarbonyldicobalt-Induced (1,3) H Shifts in 1-Methylallenecarboxylates and Allenic Lactones. Helvetica Chimica Acta, 70, 1070–1075. https://doi.org/10.1002/hlca.19870700419
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The allenecarboxylates 1a, b and allenic lactones 4a, b undergo thermally induced (1,3) H shifts in the presence of Co2(CO)8. The non-isolated 1,3-dienes 2a,b react further affording the Diels-Alder adducts 3a, b (Scheme 1) in high yields. These adducts were not formed in the case of the 2-vinylbutenolides 5a, b (Scheme 2). On irradiation in the presence of Co2(CO)8 or Mn2(CO)10, the studied allenes reacted in a different manner, yielding either cyclization products 7 and 8 (Scheme 3) or products 9 and 10, formed via H abstraction and
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Trifonov, L. S., Orahovats, A. S., & Heimgartner, H. (1987). Octacarbonyldicobalt-Induced (1,3) H Shifts in 1-Methylallenecarboxylates and Allenic Lactones. Helvetica Chimica Acta, 70, 1070–1075. https://doi.org/10.1002/hlca.19870700419