A promising new catalyst family for enantioselective cycloadditions involving allenes and imines: chiral phosphines with transition metal-CH2-P: linkages

Scherer A, Gladysz JA (2006)


Publication Language: English

Publication Type: Journal article, Original article

Publication year: 2006

Journal

Original Authors: Scherer A., Gladysz J.

Publisher: Elsevier

Book Volume: 47

Pages Range: 6335-6337

Journal Issue: 36

DOI: 10.1016/j.tetlet.2006.07.005

Abstract

The racemic rhenium-containing phosphine (η-CH)Re(NO)(PPh)(CHPPh) (3) catalyzes the [3+2] cycloaddition of HC{double bond, long}C{double bond, long}CHCOEt and N-tosyl imines ArCH{double bond, long}NTs in CH (RT, 1 d, 20 mol %) to give 2-aryl-3-carbethoxy-3-pyrrolines (Ar{double bond, long}p-CHX (X = H, NO, OMe, Me, Cl, Br), 2-furyl; 95-84% isolated). Similar reactions with enantiopure (S)-3 are conducted in CHCl at -30 °C (8 d) to maximize enantioselectivities (60-51% ee; 93-90% isolated). © 2006 Elsevier Ltd. All rights reserved.

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How to cite

APA:

Scherer, A., & Gladysz, J.A. (2006). A promising new catalyst family for enantioselective cycloadditions involving allenes and imines: chiral phosphines with transition metal-CH2-P: linkages. Tetrahedron Letters, 47(36), 6335-6337. https://dx.doi.org/10.1016/j.tetlet.2006.07.005

MLA:

Scherer, Alexander, and John A. Gladysz. "A promising new catalyst family for enantioselective cycloadditions involving allenes and imines: chiral phosphines with transition metal-CH2-P: linkages." Tetrahedron Letters 47.36 (2006): 6335-6337.

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