Bifunctional iminophosphorane superbases: Potent organocatalysts for enantio- and diastereoselective Michael addition reactions
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron"
DOI: 10.1016/j.tet.2018.06.021
Abstract: Abstract Bifunctional iminophosphorane (BIMP) organocatalysts catalyze the enantio- and diastereoselective Michael additions of high pKa cyclic malonamate ester pro-nucleophiles to nitroalkenes with reactivity profiles of up to 3 orders of magnitude greater than tertiary amine… read more here.
Keywords: iminophosphorane superbases; enantio diastereoselective; bifunctional iminophosphorane; diastereoselective michael ... See more keywords
Rhodium-Catalyzed Highly Enantio- and Diastereoselective Alkenylation of β,γ-Unsaturated Butenolides via Dynamic Kinetic Resolution.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03551
Abstract: A rhodium-catalyzed highly enantio- and diastereoselective alkenylation of β,γ-unsaturated butenolides is reported. The use of a chiral diene ligand, (S,S)-Ph-bod, enables the facile synthesis of chiral butyrolactones in high yields with extremely high enantioselectivities (>99%… read more here.
Keywords: alkenylation; enantio diastereoselective; rhodium catalyzed; unsaturated butenolides ... See more keywords
Divergent Asymmetric Synthesis of Chiral Spiroheterocycles through Pd-Catalyzed Enantio- and Diastereoselective [3 + 2] Spiroannulation.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03643
Abstract: The palladium-catalyzed divergent asymmetric synthesis of chiral spiro-furanindoline derivatives is described. The zwitterionic alkoxy π-allyl Pd(II) intermediate, generated catalytically from vinyl ethylene carbonate (VEC), could undergo ligand-controlled enantio- and diastereoselective dipolar [3 + 2] spiroannulation… read more here.
Keywords: spiroannulation; enantio diastereoselective; synthesis chiral; divergent asymmetric ... See more keywords
Enantio- and Diastereoselective Organocatalytic Conjugate Additions of Nitroalkanes to Enone Diesters.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02735
Abstract: Enantio- and diastereoselective conjugate addition reactions between nitroethane or nitropropane and enone diesters are reported. A bifunctional triaryliminophosphorane catalyzed the addition reaction with consistently excellent stereoselectivities and yields across a wide range of substrates. By… read more here.
Keywords: organocatalytic conjugate; diastereoselective organocatalytic; enone diesters; enantio diastereoselective ... See more keywords
Catalytic Enantio- and Diastereoselective Cyclopropanation of 2-Azadienes for the Synthesis of Aminocyclopropanes Bearing Quaternary Carbon Stereogenic Centers.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b02692
Abstract: We report the catalytic enantio- and diastereoselective preparation of aminocyclopropanes by the cyclopropanation of terminal and (Z)-internal 2-azadienes with donor/acceptor carbenes derived from α-diazoesters. The resulting cyclopropanes bear quaternary carbon stereogenic centers vicinal to the… read more here.
Keywords: enantio diastereoselective; carbon; quaternary carbon; carbon stereogenic ... See more keywords
Desymmetrizing Enantio- and Diastereoselective Selenoetherification through Supramolecular Catalysis
Sign Up to like & getrecommendations! Published in 2018 at "ACS Catalysis"
DOI: 10.1021/acscatal.7b03510
Abstract: Selenofunctionalization is used for the introduction of aryl- or alkylseleno moieties, which can then be transformed into other functional groups (such as alkenes and carbonyls). However, asymmetric selenofunctionalization of unactivated olefins is often difficult to… read more here.
Keywords: enantio diastereoselective; diastereoselective selenoetherification; catalysis; catalysis desymmetrizing ... See more keywords
Zn-ProPhenol Catalyzed Enantio- and Diastereoselective Direct Vinylogous Mannich Reactions between α,β- and β,γ-Butenolides and Aldimines.
Sign Up to like & getrecommendations! Published in 2017 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b11361
Abstract: We report a Zn-ProPhenol catalyzed reaction between butenolides and imines to obtain tetrasubstituted vinylogous Mannich products in good yield and diastereoselectivity with excellent enantioselectivity (97 to >99.5% ee). Notably, both α,β- and β,γ-butenolides can be… read more here.
Keywords: catalyzed enantio; enantio diastereoselective; vinylogous mannich; diastereoselective direct ... See more keywords
Enantio and diastereoselective total synthesis of all four stereoisomers of germicidin N
Sign Up to like & getrecommendations! Published in 2020 at "Synthetic Communications"
DOI: 10.1080/00397911.2020.1745240
Abstract: Abstract Germicidin N (3-ethyl-4-hydroxy-6-[(1S, 2 R)−2-hydroxy-1-methylpropyl]-2H-pyran-2-one, 1), a new α-pyrone from the extracts of a Streptomyces sp. derived from marine algae, has been synthesized for the first time as four possible diastereomers from chiral β-hydroxyester ((S)−6… read more here.
Keywords: enantio diastereoselective; synthesis four; diastereoselective total; total synthesis ... See more keywords