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Stereoselective Syntheses of ?,?-Unsaturated ?-Amino Esters Through Phosphine-Catalyzed ?-Umpolung Additions of Sulfonamides to ?-Substituted Allenoates.

ABSTRACT: ?,?-Unsaturated ?-amino esters can be synthesized efficiently and stereoselectively through phosphine-catalyzed ?-umpolung additions of sulfonamides to ?-substituted allenoates. The structures of the sulfonamide and ?-substituted allenoate partners can be varied to achieve a range of ?,?-unsaturated ?-amino esters with potentially interesting chemical and biological properties.

SUBMITTER: Zhou QF 

PROVIDER: S-EPMC4450090 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

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Stereoselective Syntheses of α,β-Unsaturated γ-Amino Esters Through Phosphine-Catalyzed γ-Umpolung Additions of Sulfonamides to γ-Substituted Allenoates.

Zhou Qing-Fa QF   Zhang Kui K   Kwon Ohyun O  

Tetrahedron letters 20150601 23

α,β-Unsaturated γ-amino esters can be synthesized efficiently and stereoselectively through phosphine-catalyzed γ-umpolung additions of sulfonamides to γ-substituted allenoates. The structures of the sulfonamide and γ-substituted allenoate partners can be varied to achieve a range of α,β-unsaturated γ-amino esters with potentially interesting chemical and biological properties. ...[more]

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