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Diastereoselective Synthesis of Fused Lactone-Pyrrolidinones; Application to a Formal Synthesis of (-)-Salinosporamide A

DOI: 10.1021/ol501662t DOI Help

Authors: Angus W. J. Logan (University of Oxford) , Simon J. Sprague (University of Oxford) , Robert W. Foster (University of Oxford) , Léo B. Marx (University of Oxford) , Vincenzo Garzya (GlaxoSmithKline) , Michal S. Hallside (University of Oxford) , Amber Thompson (University of Oxford) , Jonathan W. Burton (University of Oxford)
Co-authored by industrial partner: Yes

Type: Journal Paper
Journal: Organic Letters , VOL 16 (16) , PAGES 4078 - 4081

State: Published (Approved)
Published: August 2014
Diamond Proposal Number(s): 7768

Open Access Open Access

Abstract: A mild, diastereoselective synthesis of fused lactone-pyrrolidinones using an oxidative radical cyclization is reported. The methodology is demonstrated in a formal synthesis of (−)-salinosporamide A.

Subject Areas: Chemistry

Instruments: I19-Small Molecule Single Crystal Diffraction