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First Synthesis of Medium-Sized Ring Allenyl Lactams by Moritz Perscheid; Dieter Schollmeyer; Udo Nubbemeyer is a Chemistry article available to read on EtoBox.

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## Abstract 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.

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Author

Moritz Perscheid; Dieter Schollmeyer; Udo Nubbemeyer

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Ltd.; Wiley (ISSN 1434-193X)

Published

2011

Language

EN

Field

Chemistry (Physical Sciences)