Literature DB >> 15827625

[3 + 3] Cycloadditions and related strategies in alkaloid natural product synthesis.

Joseph P A Harrity1, Olivier Provoost.   

Abstract

In this article we describe a strategically unusual approach to piperidines via formal [3 + 3] cycloaddition reactions. The scope and limitations of these processes are outlined and their employment in the synthesis of alkaloid natural products is delineated.

Entities:  

Mesh:

Substances:

Year:  2005        PMID: 15827625     DOI: 10.1039/b502349c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  22 in total

1.  Total synthesis of (±)-phomactin A. Lessons learned from respecting a challenging structural topology.

Authors:  Grant S Buchanan; Kevin P Cole; Yu Tang; Richard P Hsung
Journal:  J Org Chem       Date:  2011-08-05       Impact factor: 4.354

2.  Highly torquoselective electrocyclizations and competing 1,7-hydrogen shifts of 1-azatrienes with silyl substitution at the allylic carbon.

Authors:  Zhi-Xiong Ma; Ashay Patel; K N Houk; Richard P Hsung
Journal:  Org Lett       Date:  2015-04-10       Impact factor: 6.005

3.  Stereoselective intermolecular formal [3+3] cycloaddition reaction of cyclic enamines and enones.

Authors:  Mohammad Movassaghi; Bin Chen
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Assignment of the C5' relative stereochemistry in (+)-lepadin F and (+)-lepadin G and absolute configuration of (+)-lepadin G.

Authors:  Gang Li; Richard P Hsung
Journal:  Org Lett       Date:  2009-10-15       Impact factor: 6.005

5.  Aza- and Carbo-[3 + 3] Annulations of Exo-Cyclic Vinylogous Amides and Urethanes. Synthesis of Tetrahydroindolizidines and An Unexpected Formation of Hexahydroquinolines.

Authors:  Sunil K Ghosh; Grant S Buchanan; Quincy A Long; Yonggang Wei; Ziyad F Al-Rashid; Heather M Sklenicka; Richard P Hsung
Journal:  Tetrahedron       Date:  2008-01-28       Impact factor: 2.457

6.  Total synthesis of (+)-lepadin F.

Authors:  Gang Li; Richard P Hsung; Brian W Slafer; Irina K Sagamanova
Journal:  Org Lett       Date:  2008-09-27       Impact factor: 6.005

7.  Bicyclic pyrazolidinone derivatives from diastereoselective catalytic [3 + 3]-cycloaddition reactions of enoldiazoacetates with azomethine imines.

Authors:  Yu Qian; Peter J Zavalij; Wenhao Hu; Michael P Doyle
Journal:  Org Lett       Date:  2013-03-11       Impact factor: 6.005

8.  A General Approach to the Quinolizidine Alkaloids via an Intramolecular Aza-[3 + 3] Annulation. Synthesis of (±)-2-Deoxy-Lasubine II.

Authors:  Yu Zhang; Aleksey I Gerasyuto; Quincy A Long; Richard P Hsung
Journal:  Synlett       Date:  2008-01-01       Impact factor: 2.454

9.  Total synthesis of phomactin A.

Authors:  Yu Tang; Kevin P Cole; Grant S Buchanan; Gang Li; Richard P Hsung
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005

10.  Phosphine-promoted [3 + 3] annulations of aziridines with allenoates: facile entry into highly functionalized tetrahydropyridines.

Authors:  Hongchao Guo; Qihai Xu; Ohyun Kwon
Journal:  J Am Chem Soc       Date:  2009-05-13       Impact factor: 15.419

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.