Literature DB >> 24038770

The concerted nature of the cyclization of squalene oxide to the protosterol cation.

B Andes Hess1, Lidia Smentek.   

Abstract

Concerted A-C ring formation: A concerted, but highly asynchronous, pathway was identified for the formation of rings A-C in the biosynthetic conversion of squalene oxide to the prosterol cation, with ring B being formed in the required boat conformation.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  carbocations; density functional calculations; reaction mechanisms; squalene; terpenoids

Year:  2013        PMID： 24038770     DOI： 10.1002/anie.201302886

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  5 in total

1.  Biomimetic Platinum-Promoted Polyene Polycyclizations: Influence of Alkene Substitution and Pre-cyclization Conformations.

Authors:  Christina H McCulley; Michael J Geier; Brandi M Hudson; Michel R Gagné; Dean J Tantillo
Journal:  J Am Chem Soc       Date:  2017-08-03       Impact factor: 15.419

2.  Electrophilic Pt(II) complexes: precision instruments for the initiation of transformations mediated by the cation-olefin reaction.

Authors:  Ryan J Felix; Colleen Munro-Leighton; Michel R Gagné
Journal:  Acc Chem Res       Date:  2014-05-20       Impact factor: 22.384

3.  A Synthetic Isoprenoid Lipoquinone, Menaquinone-2, Adopts a Folded Conformation in Solution and at a Model Membrane Interface.

Authors:  Jordan T Koehn; Estela S Magallanes; Benjamin J Peters; Cheryle N Beuning; Allison A Haase; Michelle J Zhu; Christopher D Rithner; Dean C Crick; Debbie C Crans
Journal:  J Org Chem       Date:  2017-12-12       Impact factor: 4.354

4.  Stereoselective synthesis of medium lactams enabled by metal-free hydroalkoxylation/stereospecific [1,3]-rearrangement.

Authors:  Bo Zhou; Ying-Qi Zhang; Kairui Zhang; Ming-Yang Yang; Yang-Bo Chen; You Li; Qian Peng; Shou-Fei Zhu; Qi-Lin Zhou; Long-Wu Ye
Journal:  Nat Commun       Date:  2019-07-19       Impact factor: 14.919

5.  Understanding the competing pathways leading to hydropyrene and isoelisabethatriene.

Authors:  Shani Zev; Marion Ringel; Ronja Driller; Bernhard Loll; Thomas Brück; Dan T Major
Journal:  Beilstein J Org Chem       Date:  2022-08-04       Impact factor: 2.544
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.