Beilstein J. Org. Chem.2016,12, 1178–1184, doi:10.3762/bjoc.12.113
-bromo-1,1-dimethylindene.
Keywords: base-free dehydrobromination; cis/transstereochemistry; five-membered ring conformation; indenes; NMR couplings; Introduction
The basic mechanistic features of competing suprafacial and antarafacial additions of elemental bromine to an olefin are reasonably well
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Graphical Abstract
Scheme 1:
Bromine adducts (trans-1 and cis-1) of 1,1-dimethylindene (2) and their envelope conformations: ax ...
Beilstein J. Org. Chem.2012,8, 850–860, doi:10.3762/bjoc.8.95
a single transformation, and also because the all-cis-stereochemistry of 10, which differs from the cis–trans-stereochemistry observed by Stockman for the Dieckman cyclisation of trans-8. For these reasons, further investigations into the process were carried out.
The amount of AlCl3 was increased