Diastereoselective cycloalkylation of phosphoryl and thiophosphoryl acetonitriles by α,ψ‐dihalogenalkanes under phase transfer catalysis conditions

Odinets, Irina L.; Vinogradova, Natalya M.; Petrovskii, P. V.; Mastryukova, T. A.; Röschenthaler, G‐V.

doi:10.1002/hc.20186

Cited by 13 publications

(1 citation statement)

References 24 publications

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“…Furthermore, cyclopropylphosphines have been shown to serve as efficient ligands in several transition-metal-catalyzed transformations . The existing approaches to cyclopropylphosphorus compounds span various modes of [2 + 1] cycloaddition, MIRC, and related 1,3-cyclizations . They can also be obtained by derivatization of the pre-existing cyclopropane moiety, including reactions of P-nucleophiles with cyclopropanone equivalents or P-electrophiles with cyclopropylmetals. , The efficiency of these methods, however, dramatically decreases with the increase of steric demand at the cyclopropyl core.…”

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Palladium-Catalyzed Hydrophosphorylation and Hydrophosphinylation of Cyclopropenes

2008

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Palladium-Catalyzed Hydrophosphorylation and Hydrophosphinylation of Cyclopropenes

2008

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Diastereoselective Cycloalkylation of Phosphoryl and Thiophosphoryl Acetonitriles by α,ψ‐Dihalogenalkanes under Phase Transfer Catalysis Conditions.

et al. 2006

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Organo-phosphorus compounds S 0080 Diastereoselective Cycloalkylation of Phosphoryl and Thiophosphoryl Acetonitriles by α,ψ-Dihalogenalkanes under Phase Transfer Catalysis Conditions. -Interaction of phosphoryl-and thiophosphoryl-acetonitriles (I), (IV), and (VII) with dihaloalkanes (II) leads to ring formation affording cycloalkylation products (III), (V), (VI), and (VIII) as trans isomers. The configuration of the asymmetric cyclic carbon atoms remains identical independent of the substituents at the phosphorus atom and of PTC-system in use. An additional asymmetric phosphorus atom in substrate (IV) gives rise to the formation of trans isomers (V) and (VI) as mixture of diastereomers, differing in the configuration of the phosphorus atom. -(ODINETS*, I. L.; VINOGRADOVA, N. M.; LYSSENKO, K. A.; PETROVSKII, P. V.; MASTRYUKOVA, T. A.; ROESCHENTHALER, G.--.; Heteroat. Chem. 17 (2006) 1, 13-21; Nesmeyanov Inst. Organoelem. Compd., Russ. Acad. Sci., Moscow 117813, Russia; Eng.) -H. Hoennerscheid 24-171

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1817 Chemical Shifts and Coupling Constants for C11H20NO3P

Kumar

2013

Chemical Shifts and Coupling Constants for Phosphorus-31

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Diastereoselective cycloalkylation of phosphoryl and thiophosphoryl acetonitriles by α,ψ‐dihalogenalkanes under phase transfer catalysis conditions

Cited by 13 publications

References 24 publications

Palladium-Catalyzed Hydrophosphorylation and Hydrophosphinylation of Cyclopropenes

Palladium-Catalyzed Hydrophosphorylation and Hydrophosphinylation of Cyclopropenes

Diastereoselective Cycloalkylation of Phosphoryl and Thiophosphoryl Acetonitriles by α,ψ‐Dihalogenalkanes under Phase Transfer Catalysis Conditions.

1817 Chemical Shifts and Coupling Constants for C11H20NO3P

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