» Articles » PMID: 17924625

Bisphosphine-catalyzed Mixed Double-Michael Reactions: Asymmetric Synthesis of Oxazolidines, Thiazolidines, and Pyrrolidines

Overview
Journal J Am Chem Soc
Specialty Chemistry
Date 2007 Oct 11
PMID 17924625
Citations 27
Authors
Affiliations
Soon will be listed here.
Citing Articles

Differential Dihydrofunctionalization: A Dual Catalytic Three-Component Coupling of Alkynes, Alkenyl Bromides, and Pinacolborane.

Baumann J, Lalic G Angew Chem Int Ed Engl. 2022; 61(37):e202206462.

PMID: 35849776 PMC: 9452470. DOI: 10.1002/anie.202206462.


Phosphine-catalyzed [3 + 2] annulation of β-sulfonamido-substituted enones with -α-cyano-α,β-unsaturated ketones for the synthesis of highly substituted pyrrolidines.

Gao Z, Xie L, Ji L, Ma X, Li X, Liu H RSC Adv. 2022; 11(63):40136-40139.

PMID: 35494138 PMC: 9044564. DOI: 10.1039/d1ra07881j.


Phosphine-Catalyzed (4+1) Annulation: Rearrangement of Allenylic Carbamates to 3-Pyrrolines through Phosphonium Diene Intermediates.

Blank B, Andrews I, Kwon O ChemCatChem. 2021; 12(17):4352-4372.

PMID: 34447481 PMC: 8386297. DOI: 10.1002/cctc.202000626.


Phosphine-Catalyzed α-Umpolung-Aldol Reaction for the Synthesis of Benzo[ b]azapin-3-ones.

Zhang K, Cai L, Hong S, Kwon O Org Lett. 2019; 21(13):5143-5146.

PMID: 31247774 PMC: 7338222. DOI: 10.1021/acs.orglett.9b01749.


Differential Dihydrofunctionalization of Terminal Alkynes: Synthesis of Benzylic Alkyl Boronates through Reductive Three-Component Coupling.

Armstrong M, Lalic G J Am Chem Soc. 2019; 141(15):6173-6179.

PMID: 30942593 PMC: 7304258. DOI: 10.1021/jacs.9b02372.


References
1.
Zhu X, Schaffner A, Li R, Kwon O . Phosphine-catalyzed synthesis of 6-substituted 2-pyrones: manifestation of E/Z-isomerism in the zwitterionic intermediate. Org Lett. 2005; 7(14):2977-80. DOI: 10.1021/ol050946j. View

2.
Zhu X, Henry C, Wang J, Dudding T, Kwon O . Phosphine-catalyzed synthesis of 1,3-dioxan-4-ylidenes. Org Lett. 2005; 7(7):1387-90. DOI: 10.1021/ol050203y. View

3.
Grossman R, Comesse S, Rasne R, Hattori K, Delong M . Phosphoramidites are efficient, green organocatalysts for the Michael reaction. Mechanistic insights into the phosphorus-catalyzed Michael reaction of alkynones and implications for asymmetric catalysis. J Org Chem. 2003; 68(3):871-4. DOI: 10.1021/jo026425g. View

4.
Daly J, Spande T, Garraffo H . Alkaloids from amphibian skin: a tabulation of over eight-hundred compounds. J Nat Prod. 2005; 68(10):1556-75. DOI: 10.1021/np0580560. View

5.
Aron Z, Overman L . Stereocontrolled synthesis of angularly substituted 1-azabicyclic rings by cationic 2-aza-cope rearrangements. Org Lett. 2005; 7(5):913-6. DOI: 10.1021/ol047330z. View