Topic
Enone
About: Enone is a research topic. Over the lifetime, 5683 publications have been published within this topic receiving 102109 citations.
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299 citations
TL;DR: In this article, the Cu(I)-catalyzed boration of an α,β-enone using a diboron is described, where the combination of a Cu(1) salt and tributylphosphine is an effective catalyst system.
291 citations
TL;DR: Synthetic manipulations of the conjugate addition products are demonstrated, including the straightforward preparation of β-amino ketones and highly enantioenriched carbo- and heterocyclic compounds.
Abstract: Chiral (salen)Al complex 1a catalyzes the highly enantioselective conjugate addition of carbon- and nitrogen-based nucleophiles to acyclic α,β-unsaturated ketones. This methodology is tolerant of substantial variation of the ketone structure, providing access to a wide range of useful chiral building blocks in high yield and enantiomeric excess. Synthetic manipulations of the conjugate addition products are demonstrated, including the straightforward preparation of β-amino ketones and highly enantioenriched carbo- and heterocyclic compounds.
288 citations
TL;DR: The phenyldimethylsilyl group can be converted in two steps, protodesilylation and peracid-mediated rearrangement, into a hydroxy group with retention of configuration as discussed by the authors.
Abstract: The phenyldimethylsilyl group can be converted in two steps, protodesilylation and peracid-mediated rearrangement, into a hydroxy group with retention of configuration: β-phenyldimethylsilyl carbonyl compounds are thus revealed to be masked aldol products.
280 citations
TL;DR: This communication presents studies that illustrated nitroso Diels-Alder adduct has been obtained in uniformly high enantioselectivity via a tandem nitro so aldol/Michael reaction using an amine catalyst.
Abstract: This communication presents studies that illustrated nitroso Diels−Alder adduct has been obtained in uniformly high enantioselectivity via a tandem nitroso aldol/Michael reaction using an amine catalyst. The regiochemical outcome of this construction is documented to be the opposite to that of the normal nitroso aldol reaction, which has been determined by X-ray analysis. The reaction of the enone with silver−BINAP catalyst has also been investigated in conjunction with the control of regiochemistry in a stepwise process.
278 citations