Literature DB >> 17637030

Anion relay chemistry extended. Synthesis of a gorgonian sesquiterpene.

Amos B Smith1, Dae-Shik Kim, Ming Xian.   

Abstract

Extension of anion relay chemistry (ARC) beyond the area of dithianes has been achieved by the design of two effective ARC linchpins capable of three- and four-component couplings. To showcase the ARC tactic in natural product synthesis, a cytotoxic gorgonian linear sesquiterpene was constructed, and the absolute configuration assigned via the Kakisawa/Mosher method. The synthesis proceeded in five steps with an overall yield of 22%.

Entities:  

Mesh：

Substances：

Year:  2007        PMID： 17637030     DOI： 10.1021/ol071281j

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


  8 in total

1.  Anion relay chemistry: access to the type II ARC reaction manifold through a fundamentally different reaction pathway exploiting 1-oxa-2-silacyclopentanes and related congeners.

Authors:  Amos B Smith; Rongbiao Tong; Won-Suk Kim; William A Maio
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-10       Impact factor: 15.336

2.  Ortho-TMS benzaldehyde: an effective linchpin for type II anion relay chemistry (ARC).

Authors:  Amos B Smith; Won-Suk Kim; William M Wuest
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

Review 3.  Evolution of Anion Relay Chemistry: Construction of Architecturally Complex Natural Products.

Authors:  Yifan Deng; Amos B Smith
Journal:  Acc Chem Res       Date:  2020-04-09       Impact factor: 22.384

4.  Benzyl and phenylthiomethyl silanes: a new class of bifunctional linchpins for type II anion relay chemistry (ARC).

Authors:  Amos B Smith; Rongbiao Tong
Journal:  Org Lett       Date:  2010-03-19       Impact factor: 6.005

5.  (+)-Rimocidin synthetic studies: construction of the C(1-27) aglycone skeleton.

Authors:  Amos B Smith; Megan A Foley; Shuzhi Dong; Alia Orbin
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

Review 6.  Evolution of multi-component anion relay chemistry (ARC): construction of architecturally complex natural and unnatural products.

Authors:  Amos B Smith; William M Wuest
Journal:  Chem Commun (Camb)       Date:  2008-09-30       Impact factor: 6.222

7.  Multicomponent type II anion relay chemistry (ARC): one-pot syntheses of 2,3-disubstituted furans and thiophenes.

Authors:  Nelmi O Devarie-Baez; Won-Suk Kim; Amos B Smith; Ming Xian
Journal:  Org Lett       Date:  2009-04-16       Impact factor: 6.005

8.  Synthesis and biological evaluation of the new ring system benzo[f]pyrimido[1,2-d][1,2,3]triazolo[1,5-a][1,4]diazepine and its cycloalkane and cycloalkene condensed analogues.

Authors:  Mohamed El Haimer; Márta Palkó; Matti Haukka; Márió Gajdács; István Zupkó; Ferenc Fülöp
Journal:  RSC Adv       Date:  2021-02-10       Impact factor: 3.361
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.