Literature DB >> 30083679

Total synthesis of (-)-agelastatin A: an SH2' radical azidation strategy.

Izuru Tsuchimochi1, Yuta Kitamura2, Hiroshi Aoyama2, Shuji Akai2, Keiyo Nakai3, Takehiko Yoshimitsu3.   

Abstract

A reagent generated from TMSN3/KMnO4/BnEt3NCl was found to promote an SH2' radical azidation of a bromo silyl enol ether to furnish an azido silyl enol ether via olefin transposition. With the present azidation protocol, a new synthetic approach to agelastatin A, a potent antitumor marine alkaloid, has been established.

Entities:  

Year:  2018        PMID： 30083679     DOI： 10.1039/c8cc05697h

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


  3 in total

1.  Anti-Markovnikov Hydroazidation of Activated Olefins via Organic Photoredox Catalysis.

Authors:  Nicholas P R Onuska; Megan E Schutzbach-Horton; José L Rosario Collazo; David A Nicewicz
Journal:  Synlett       Date:  2019-09-24       Impact factor: 2.454

2.  Synthesis of Agelastatin A and Derivatives Premised on a Hidden Symmetry Element Leading to Analogs Displaying Anticancer Activity.

Authors:  Haoran Xue; Haleigh Svatek; Ariane F Bertonha; Keighley Reisenauer; Joshua Robinson; Minwoo Kim; Alec Ingros; Matthew Ho; Joseph Taube; Daniel Romo
Journal:  Tetrahedron       Date:  2021-07-10       Impact factor: 2.388

3.  Asymmetric Syntheses of (+)- and (-)-Collybolide Enable Reevaluation of kappa-Opioid Receptor Agonism.

Authors:  Sophia L Shevick; Stephan M Freeman; Guanghu Tong; Robin J Russo; Laura M Bohn; Ryan A Shenvi
Journal:  ACS Cent Sci       Date:  2022-07-18       Impact factor: 18.728
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.