Literature DB >> 15315437

An intramolecular Diels-Alder approach to the eunicelins: enantioselective total synthesis of ophirin B.

Michael T Crimmins1, Brandon H Brown.   

Abstract

The enantioselective synthesis of the eunicellin ophirin B has been completed. A ring-closing metathesis provides efficient access to the oxonene ring, and a highly diastereoselective intramolecular Diels-Alder reaction results in the formation of the hydrobenzofuran portion of the molecule.

Entities:  

Mesh:

Substances:

Year:  2004        PMID: 15315437     DOI: 10.1021/ja046574b

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  13 in total

1.  A general route toward the synthesis of the cladiellin skeleton utilizing a SmI2-mediated cyclization.

Authors:  Gary A Molander; Barbara Czakó; David J St Jean
Journal:  J Org Chem       Date:  2006-02-03       Impact factor: 4.354

2.  Imparting catalyst control upon classical palladium-catalyzed alkenyl C-H bond functionalization reactions.

Authors:  Matthew S Sigman; Erik W Werner
Journal:  Acc Chem Res       Date:  2011-11-23       Impact factor: 22.384

3.  Establishing the absolute configuration of the asbestinins: enantioselective total synthesis of 11-acetoxy-4-deoxyasbestinin D.

Authors:  Michael T Crimmins; J Michael Ellis
Journal:  J Am Chem Soc       Date:  2005-12-14       Impact factor: 15.419

4.  Total syntheses of (+)-vigulariol and (-)-sclerophytin A.

Authors:  Michael T Crimmins; Christina S Stauffer; Mark C Mans
Journal:  Org Lett       Date:  2011-08-19       Impact factor: 6.005

5.  Total synthesis of the proposed structure of briarellin J.

Authors:  Michael T Crimmins; Mark C Mans; Abimael D Rodríguez
Journal:  Org Lett       Date:  2010-11-05       Impact factor: 6.005

6.  Intramolecular [1 + 4 + 1] cycloaddition: establishment of the method.

Authors:  Douglass F Taber; Pengfei Guo; Na Guo
Journal:  J Am Chem Soc       Date:  2010-08-18       Impact factor: 15.419

7.  Synthesis and immunological effects of heroin vaccines.

Authors:  Fuying Li; Kejun Cheng; Joshua F G Antoline; Malliga R Iyer; Gary R Matyas; Oscar B Torres; Rashmi Jalah; Zoltan Beck; Carl R Alving; Damon A Parrish; Jeffrey R Deschamps; Arthur E Jacobson; Kenner C Rice
Journal:  Org Biomol Chem       Date:  2014-10-07       Impact factor: 3.876

8.  Chemoenzymatic synthesis of 4-diphosphocytidyl-2-C-methyl-D-erythritol: A substrate for IspE.

Authors:  Prabagaran Narayanasamy; Hyungjin Eoh; Dean C Crick
Journal:  Tetrahedron Lett       Date:  2008-07-21       Impact factor: 2.415

9.  A unified strategy for enantioselective total synthesis of cladiellin and briarellin diterpenes: total synthesis of briarellins E and F and the putative structure of alcyonin and revision of its structure assignment.

Authors:  Olivier Corminboeuf; Larry E Overman; Lewis D Pennington
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

10.  A general and efficient catalyst system for a Wacker-type oxidation using TBHP as the terminal oxidant: application to classically challenging substrates.

Authors:  Brian W Michel; Andrew M Camelio; Candace N Cornell; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2009-05-06       Impact factor: 15.419

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.