Literature DB >> 16493821

Enantioselective total synthesis of (-)-flustramines A, B and (-)-flustramides A, B via domino olefination/isomerization/Claisen rearrangement sequence.

Tomomi Kawasaki1, Masahi Shinada, Daigo Kamimura, Mayu Ohzono, Atsuyo Ogawa.   

Abstract

The concise total synthesis of marine alkaloids, (-)-flustramines A and B, and (-)-flustramides A and B has been achieved through the domino olefination/isomerization/Claisen rearrangement (OIC) for highly enantioselective construction of the asymmetric quaternary carbon center and the chemoselective reduction-cyclization (RC) for pyrrolidine formation as key steps.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16493821     DOI: 10.1039/b512485a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Copper(II)- and palladium(II)-catalyzed enantioselective Claisen rearrangement of allyloxy- and propargyloxy-indoles to quaternary oxindoles and spirocyclic lactones.

Authors:  Trung Cao; Elizabeth C Linton; Joshua Deitch; Simon Berritt; Marisa C Kozlowski
Journal:  J Org Chem       Date:  2012-12-04       Impact factor: 4.354

2.  Evaluation of the photodecarbonylation of crystalline ketones for the installation of reverse prenyl groups on the pyrrolidinoindoline scaffold.

Authors:  Jordan J Dotson; Neil K Garg; Miguel A Garcia-Garibay
Journal:  Tetrahedron       Date:  2020-04-10       Impact factor: 2.457

3.  The Construction of All-Carbon Quaternary Stereocenters by Use of Pd-Catalyzed Asymmetric Allylic Alkylation Reactions in Total Synthesis.

Authors:  Allen Y Hong; Brian M Stoltz
Journal:  European J Org Chem       Date:  2013-05-01
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.