Formation and Rearrangement of 8a-Benzyl-2-tert-butyl-1(8aH)-naphthalenone, a Ketone with a Ring System Consisting Entirely of Fused Blocked Aromatic Rings
The dibromobicyclic ketone 5 was synthesized by a three-step process starting with 2-tert-butyl-1-naphthol.Dehydrobromination of 5 by reaction with DBU resulted in isolation of the 1-naphthalenone 7.Formation of 7 is attributed to a shift in the int
Miller, Bernard,Baghdadchi, Jamil
p. 3390 - 3394
(2007/10/02)
An Extraordinarily Rapid Benzyl Shift in a Molecule with a Ring System consisting Entirely of Fused Blocked Aromatic Rings
Dehydrobromination of the dibromobicyclic ketone (4) at 0 deg C resulted in the formation of ketone (5); the remarkably rapid benzyl shift in this reaction is attributed to formation and rearrangement of ketone (2), a unique example of a molecule wi
Miller, Bernard,Baghdadchi, Jamil
p. 511 - 512
(2007/10/02)
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