Abstract
The products of the
hydroboration-oxidation of the benzocycloalkenes (1 ; n = 1-5) with diborane
and thexylborane have been studied. With indene, diborane yields 86% of
indan-2-ol and thexylborane yields 99%. Each of the other benzocycloalkenes
gives approximately 90% of the α-alcohol with diborane, and increasing
amounts (10-38%) of the β-alcohol with thexylborane. Electronic factors
are suggested to be paramount to explain the difference between indene and the
other alkenes. A number of rearrangement reactions have been encountered during
the synthesis of the alkenes.
Cited by
12 articles.
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