Enantioselective [4+2] Annulation to the Concise Synthesis of Chiral Dihydrocarbazoles
Sign Up to like & getrecommendations! Published in 2020 at "iScience"
DOI: 10.1016/j.isci.2020.100840
Abstract: Summary A highly efficient phosphine-catalyzed enantioselective [4 + 2] annulation of allenoates with 3-nitroindoles or 3-nitrobenzothiophenes has been developed. The protocol represents a unique dearomatization–aromatization process to access functionalized dihydrocarbazoles or dihydrodibenzothiophenes with high optical… read more here.
Keywords: annulation; concise synthesis; synthesis chiral; enantioselective annulation ... See more keywords
NHC-Catalyzed Enantioselective [3 + 3] Annulation to Construct 5,6-Dihydropyrimidin-4-ones.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c02832
Abstract: The unprecedented enantioselective NHC-catalyzed [3 + 3] annulation of α-bromoenals with amidines via a dual C-N bond formation is described. The protocol allows a rapid preparation of 5,6-dihydropyrimidinones in acceptable yields with good enantioselectivities. read more here.
Keywords: annulation; construct dihydropyrimidin; nhc catalyzed; catalyzed enantioselective ... See more keywords
Enantioselective Annulation of α,β-Unsaturated N-Acyliminium Ions with β-Keto Ester Enolates via Cooperative Palladium and Brønsted Acid Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01265
Abstract: We herein report a cooperative palladium- and Brønsted acid-catalyzed strategy toward the first enantioselective annulation of in situ generated α,β-unsaturated N-acyliminium ions with chiral metal enolates. Novel polycyclic oxoisoindoles featuring three contiguous stereogenic centers have… read more here.
Keywords: unsaturated acyliminium; palladium nsted; nsted acid; acyliminium ions ... See more keywords
Diastereodivergent Enantioselective [8 + 2] Annulation of Tropones and Enals Catalyzed by N-Heterocyclic Carbenes.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b00906
Abstract: N-Heterocyclic carbene catalysts are used for the first time to mediate asymmetric [8 + 2] cycloadditions of enals with tropones. The kinetic [8 + 2] cis-cycloadducts can be epimerized to their trans analogues by simply… read more here.
Keywords: diastereodivergent enantioselective; catalyzed heterocyclic; enals catalyzed; tropones enals ... See more keywords
Enantioselective C–H Annulation of Indoles with Diazo Compounds through a Chiral Rh(III) Catalyst
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DOI: 10.1021/acscatal.7b00104
Abstract: The asymmetric C–H annulation of O-pivaloyl 1-indolehydroxamic acid with donor/acceptor diazo compounds has been achieved for the first time, to the best of our knowledge, by using a rhodium catalyst embedded in a chiral binaphthyl… read more here.
Keywords: annulation; indoles diazo; annulation indoles; diazo compounds ... See more keywords
Organocatalytic regioselective, diastereoselective, and enantioselective annulation of cyclic 1-azadienes with γ-nitro ketones via 3,4-cyclization
Sign Up to like & getrecommendations! Published in 2017 at "Organic chemistry frontiers"
DOI: 10.1039/c6qo00832a
Abstract: A regio-, diastereo-, and enantioselective [2 + 4] annulation reaction of cyclic 1-azadienes with γ-nitro ketones is reported. In the presence of a chiral tertiary amine, the annulation reaction proceeded smoothly to furnish polysubstituted cyclohexanes… read more here.
Keywords: organocatalytic regioselective; annulation; nitro ketones; azadienes nitro ... See more keywords