Author： Seiser Tobias Cramer Nicolai
Publisher： Swiss Chemical Society
ISSN： 0009-4293
Source： CHIMIA International Journal for Chemistry, Vol.64, Iss.3, 2010-03, pp. : 153-156
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Abstract
The catalytic activation of carbon-carbon single bonds represents a major challenge in organometallic chemistry. Strained ring substrates occupy in this respect a privileged role as their inherent ring strain facilitates the desired metal insertion. Employing symmetrically substituted tert-cyclobutanols, an enantioselective rhodium(i)-catalyzed β-carbon elimination creates alkyl-rhodium species bearing all-carbon quaternary stereogenic centers. Downstream reactions enable access to a wide range of synthetically versatile products such as substituted cyclohexenones, lactones and indanols with excellent enantioselectivities of up to 99% ee.
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