EventsThe 13th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-13-00174
This submission belongs to the session a. General Organic Synthesis of the event The 13th International Electronic Conference on Synthetic Organic Chemistry
Published date
31 Oct, 2009
Citation
Amparo Luna, Pedro Almendros, Benito Alcaide, Diastereoselective direct aldol reaction and subsequent cyclization of 2-azetidinone-tethered azides for the preparation of a 4-hydroxypipecolic acid analogue, in Proceedings of The 13th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2009, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-13-00174
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Diastereoselective direct aldol reaction and subsequent cyclization of 2-azetidinone-tethered azides for the preparation of a 4-hydroxypipecolic acid analogue

Amparo Luna 1
image
Pedro Almendros 2
Benito Alcaide 1
1. Departamento de Química Orgánica I. Facultad de Química. Universidad Complutense de Madrid, 28040-Madrid, Spain
2. Instituto de Química Orgánica General, CSIC, Juan de la Cierva 3, 28006-Madrid, Spain
Abstract
The reaction of enantiopure 3-azido-4-oxoazetidine-2-carbaldehyde with acetone was catalyzed by L-proline, to give the corresponding aldol adduct. This product was stereocontrolled cyclized by using intramolecular reductive amination achieving a new 4-hydroxypipecolic acid analogue with a bicyclic b-lactam structure.
Keywords
Suzuki-Miyaura cross-coupling and Heck reactions catalysed by Pd on carbon nanofibres
Catalytic Conversion of isopropanol and CO Oxidation in Presence of NiO Supported on Modified Cordierite S.