Enantioselective Construction of 3-Hydroxypiperidine Scaffolds by Sequential Action of Light and Rhodium upon N-Allylglyoxylamides.

Authors :: Ishida N
Nečas D
Masuda Y
Murakami M
Source :: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2015 Jun 15; Vol. 54 (25), pp. 7418-21. Date of Electronic Publication: 2015 May 07.
Publication Year :: 2015
Abstract: 3-Hydroxypiperidine scaffolds were enantioselectively constructed in an atom-economical way by sequential action of light and rhodium upon N-allylglyoxylamides. In a formal sense, the allylic C-H bond was selectively cleaved and enantioselectively added across the ketonic carbonyl group with migration of the double bond (carbonyl-ene-type reaction).<br /> (© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Subjects :: Allyl Compounds chemical synthesis
Allyl Compounds chemistry
Amides chemical synthesis
Amides chemistry
Catalysis
Cyclization
Glyoxal chemical synthesis
Glyoxal chemistry
Light
Piperidines chemistry
Stereoisomerism
Piperidines chemical synthesis
Rhodium chemistry

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