485819-07-6Relevant academic research and scientific papers
On rearrangements by cyclialkylations of arylpentanols to 2,3-dihydro-1H-indene derivatives. Part 4. The acid-catalyzed cyclialkylation of 2,4-dimethyl-2-phenyl[3-13C]pentan-3-ol
Fathi, Behrouz,Giovannini, Edgardo
, p. 2083 - 2088 (2007/10/03)
The cyclialkylation of 2,4-dimethyl-2-phenyl[3-13C]pentan-3-ol (4) gives only 2,3-dihydro-1,1,2,3- tetramethyl-1H-[3-13C]indene (6) (cf. Scheme 2) and not a trace of the isotopomeric 2,3-dihydro-1,1,2,3-tetramethyl-1H-[2-13C]indene (5). The mechanism proposed in [3] for the cyclialkylation of 4 (cf. Scheme 2, Path A) has, therefore, to be abandoned. The mechanism of Scheme 2, Path B, is proposed and may be considered as definitively established.
