Literature DB >> 18476710

Stereoselective total syntheses of uncommon sesquiterpenoids isolated from Jatropha neopauciflora.

Yujiro Hayashi1, Naoki Miyakoshi, Shinji Kitagaki, Chisato Mukai.   

Abstract

The first total syntheses of two tricyclic sesquiterpenes 1 and 2, isolated from Jatropha neopauciflora, were completed from dimethyl D-tartrate in a stereoselective manner. The crucial steps in these syntheses involved not only the Rh(I)-catalyzed Pauson-Khand-type reaction of the allenene derivative leading to the exclusive formation of the bicyclo[4.3.0]nonenone framework possessing an angular methyl group but also a highly stereoselective construction of the isopropylcyclopropane ring.

Entities:  

Mesh:

Substances:

Year:  2008        PMID: 18476710     DOI: 10.1021/ol800633a

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


  1 in total

1.  Rh(I)-catalyzed intramolecular [2 + 2 + 1] cycloaddition of allenenes: Construction of bicyclo[4.3.0]nonenones with an angular methyl group and tricyclo[6.4.0.0]dodecenone.

Authors:  Fuyuhiko Inagaki; Naoya Itoh; Yujiro Hayashi; Yumi Matsui; Chisato Mukai
Journal:  Beilstein J Org Chem       Date:  2011-04-07       Impact factor: 2.883

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.