Stereoselective Synthesis of Homoallyl Nitroalkane Derivatives
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Conclusions
12121.
In summary, we have disclosed a facile method for the
stereoselective generation of homoallyl nitro derivatives
through the base-promoted regioselective decarboxylation
of the nitroalkanoates of Baylis–Hillman adducts of acry-
lates under mild conditions. These derivatives are envi-
sioned to be valuable intermediates for new cyclic frame-
works. In contrast, similar nitroalkanoates from Baylis–
Hillman adducts of acrylonitrile under identical reaction
conditions provide facile access to new bisallyl nitroalkane
systems.
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1
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Acknowledgments
M. N. gratefully acknowledges financial support in the form of a
fellowship from the Council of Scientific and Industrial Research,
New Delhi. This work was accomplished under a project funded
by the Department of Science and Technology, N. Delhi (SR/SI/
OC-16/2006).
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Received: March 28, 2009
Published Online: June 3, 2009
Eur. J. Org. Chem. 2009, 3505–3507
© 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
www.eurjoc.org
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