0000000000496539

AUTHOR

Moritz Perscheid

showing 2 related works from this author

First Synthesis of Medium-Sized Ring Allenyl Lactams

2011

Medium-sized lactams bearing an axially chiral allene unit have been synthesized by using an aza-ketene Claisen rearrangement. Starting from 2-alkynylpiperidines or 2-alkynylazepines, ring enlargement enabled the highly diastereoselective formation of 10- or 11-membered lactams with a 4,5-allene subunit. X-ray analysis of the allenylacezinone showed the presence of a strained cumulated olefin system with a defined arrangement of the functional groups. The cyclic allenes were found to be stable upon heating up to 50 °C.

Claisen rearrangementchemistry.chemical_compoundOlefin fiberchemistryStereochemistryAlleneOrganic ChemistryPhysical and Theoretical ChemistryRing (chemistry)European Journal of Organic Chemistry
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ChemInform Abstract: First Synthesis of Medium-Sized Ring Allenyl Lactams.

2012

Medium-sized lactams bearing an axially chiral allene unit have been synthesized by using an aza-ketene Claisen rearrangement. Starting from 2-alkynylpiperidines or 2-alkynylazepines, ring enlargement enabled the highly diastereoselective formation of 10- or 11-membered lactams with a 4,5-allene subunit. X-ray analysis of the allenylacezinone showed the presence of a strained cumulated olefin system with a defined arrangement of the functional groups. The cyclic allenes were found to be stable upon heating up to 50 °C.

Claisen rearrangementchemistry.chemical_compoundOlefin fiberchemistryStereochemistryAlleneGeneral MedicineRing (chemistry)Unit (ring theory)ChemInform
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