Literature DB >> 12510284

N-substituent effect on the cis-trans geometry of nine-membered lactams.

Shinji Yamada1, Akie Homma.   

Abstract

The cis-trans geometry of a nine-membered lactam significantly depends on the N-substituents; N-acyl-1-aza-2-cyclononanones (1a-c) exist as cis form; in contrast, N-Z- 1-aza-2-cyclononanone (1d) exists as trans form both in the crystal and in solution.

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Year:  2002        PMID: 12510284     DOI: 10.1039/b207925a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

Review 1.  Chemistry of bridged lactams and related heterocycles.

Authors:  Michal Szostak; Jeffrey Aubé
Journal:  Chem Rev       Date:  2013-06-17       Impact factor: 60.622

2.  Amide nitrogen pyramidalization changes lactam amide spinning.

Authors:  Yuko Otani; Xin Liu; Hisashi Ohno; Siyuan Wang; Luhan Zhai; Aoze Su; Masatoshi Kawahata; Kentaro Yamaguchi; Tomohiko Ohwada
Journal:  Nat Commun       Date:  2019-01-28       Impact factor: 14.919

  2 in total

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