Literature DB >> 24710596

How cyclobutanes are assembled in nature--insights from quantum chemistry.

Young J Hong1, Dean J Tantillo.   

Abstract

Biosynthetic production of cyclobutanes leads to many complex natural products. Recently, theoretical work employing quantum chemical calculations has shed light on many of the details of cyclobutane-formation, in particular, for terpene natural products. Specific insights and general principles derived from these theoretical studies are described herein.

Entities:  

Mesh:

Substances:

Year:  2014        PMID: 24710596     DOI: 10.1039/c3cs60452g

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  10 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.  Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions.

Authors:  Saner Poplata; Andreas Tröster; You-Quan Zou; Thorsten Bach
Journal:  Chem Rev       Date:  2016-03-28       Impact factor: 60.622

3.  Using quantum chemical computations of NMR chemical shifts to assign relative configurations of terpenes from an engineered Streptomyces host.

Authors:  Q Nhu N Nguyen; Dean J Tantillo
Journal:  J Antibiot (Tokyo)       Date:  2016-05-18       Impact factor: 2.649

Review 4.  An invocation for computational evaluation of isomerization transforms: cationic skeletal reorganizations as a case study.

Authors:  Alexander W Schuppe; Yannan Liu; Timothy R Newhouse
Journal:  Nat Prod Rep       Date:  2020-09-15       Impact factor: 13.423

5.  Inherent atomic mobility changes in carbocation intermediates during the sesterterpene cyclization cascade.

Authors:  Hajime Sato; Takaaki Mitsuhashi; Mami Yamazaki; Ikuro Abe; Masanobu Uchiyama
Journal:  Beilstein J Org Chem       Date:  2019-08-07       Impact factor: 2.883

6.  Biosynthesis of Pellucidin A in Peperomia pellucida (L.) HBK.

Authors:  Marcilio M de Moraes; Massuo J Kato
Journal:  Front Plant Sci       Date:  2021-03-22       Impact factor: 5.753

7.  Stereoselective Synthesis of Cyclobutanes by Contraction of Pyrrolidines.

Authors:  Chunngai Hui; Lukas Brieger; Carsten Strohmann; Andrey P Antonchick
Journal:  J Am Chem Soc       Date:  2021-11-08       Impact factor: 15.419

8.  Bouncing off walls - widths of exit channels from shallow minima can dominate selectivity control.

Authors:  Mengna Bai; Zhitao Feng; Jun Li; Dean J Tantillo
Journal:  Chem Sci       Date:  2020-08-31       Impact factor: 9.825

9.  Unearthing a sesterterpene biosynthetic repertoire in the Brassicaceae through genome mining reveals convergent evolution.

Authors:  Ancheng C Huang; Satria A Kautsar; Young J Hong; Marnix H Medema; Andrew D Bond; Dean J Tantillo; Anne Osbourn
Journal:  Proc Natl Acad Sci U S A       Date:  2017-07-03       Impact factor: 12.779

10.  Cyclobutane-1,3-Diacid (CBDA): A Semi-Rigid Building Block Prepared by [2+2] Photocyclization for Polymeric Materials.

Authors:  Zhihan Wang; Benjamin Miller; Micah Mabin; Rahul Shahni; Zijun D Wang; Angel Ugrinov; Qianli R Chu
Journal:  Sci Rep       Date:  2017-10-20       Impact factor: 4.379

  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.