Literature DB >> 14602006

Synthesis of ent-haterumalide NA (ent-oocydin A) methyl ester.

Yonghong Gu1, Barry B Snider.   

Abstract

[reaction: see text] Stille coupling of allylic chloride 26 with vinylstannane 4a afforded 65% of 27 with the requisite skipped diene, vinyl chloride, and allylic oxygen functionality. Yamaguchi macrolactonization of 28 provided 65% of 29, which was elaborated to haterumalide NA methyl ester (32) by a Nozaki-Hiyama-Kishi coupling with 31.

Entities:  

Mesh：

Substances：

Year:  2003        PMID： 14602006     DOI： 10.1021/ol0356789

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Palladium-catalyzed 1,4-difunctionalization of butadiene to form skipped polyenes.

Authors:  Matthew S McCammant; Longyan Liao; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2013-03-12       Impact factor: 15.419

2.  Preparation and Applications of 4-Methoxybenzyl Esters in Organic Synthesis.

Authors:  Kyle T Howard; John D Chisholm
Journal:  Org Prep Proced Int       Date:  2016-01-29       Impact factor: 1.628

3.  Total synthesis of haterumalides NA and NC via a chromium-mediated macrocyclization.

Authors:  Jennifer M Schomaker; Babak Borhan
Journal:  J Am Chem Soc       Date:  2008-08-23       Impact factor: 15.419

4.  Chloride-Tolerant Gold(I)-Catalyzed Regioselective Hydrochlorination of Alkynes.

Authors:  Rene Ebule; Shengzong Liang; Gerald B Hammond; Bo Xu
Journal:  ACS Catal       Date:  2017-09-07       Impact factor: 13.084

5.  Chagosensine: A Riddle Wrapped in a Mystery Inside an Enigma.

Authors:  Marc Heinrich; John J Murphy; Marina K Ilg; Aurélien Letort; Jakub T Flasz; Petra Philipps; Alois Fürstner
Journal:  J Am Chem Soc       Date:  2020-03-20       Impact factor: 15.419
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.