128192-10-9Relevant academic research and scientific papers
Asymmetric Nazarov Cyclizations of Unactivated Dienones by Hydrogen-Bond-Donor/Lewis Acid Co–Catalyzed, Enantioselective Proton-Transfer
Metternich, Jan B.,Reiterer, Martin,Jacobsen, Eric N.
supporting information, p. 4092 - 4097 (2020/09/01)
We report an enantioselective Nazarov cyclization catalyzed by chiral hydrogen-bond-donors in concert with silyl Lewis acids. The developed transformation provides access to tri-substituted cyclopentenones in high levels of enantioselectivity (up to 95% e.e.) from a variety of simple unactivated dienones. Kinetic and mechanistic studies are consistent with a reversible 4π-electrocyclization C?C bond-forming step followed by rate- and enantio-determining proton-transfer as the mode of catalysis. (Figure presented.).
Synthesis of cyclopentenols and cyclopentenones via nickel-catalyzed reductive cycloaddition
Jenkins, Aireal D.,Herath, Ananda,Song, Minsoo,Montgomery, John
supporting information; experimental part, p. 14460 - 14466 (2011/11/04)
Strategies for the reductive cycloaddition of enals or enoates with alkynes have been developed. The enal-alkyne cycloaddition directly affords cyclopentenols, whereas the enoate-alkyne cycloaddition affords the analogous cyclopentenones. The mechanism of
A general and regioselective synthesis of cyclopentenone derivatives through nickel(0)-mediated [3 + 2] cyclization of alkenyl fischer carbene complexes and internal alkynes
Barluenga, Jose,Barrio, Pablo,Riesgo, Lorena,Lopez, Luis A.,Tomas, Miguel
, p. 14422 - 14426 (2008/09/17)
A broad range of substituted 2-cyclopentenone derivatives 3-6 are synthesized by the nickel-(O)-mediated [3 + 2] cyclization reaction of chromium alkenyl(methoxy)carbene complexes 1 and internal alkynes 2. The reaction takes place with complete regioselec
