Literature DB >> 19125665

Si-based benzylic 1,4-rearrangement/cyclization reaction.

Barry M Trost1, Andreas Bertogg.   

Abstract

The trans-selective hydrosilylation of ynones (1) yields beta-silylated enones (2) that undergo a benzylic 1,4-rearrangement/cyclization reaction in the presence of base, yielding 2,5-dihydro-1,2-oxasiloles (3).

Entities:  

Mesh：

Substances：

Year:  2009        PMID： 19125665      PMCID： PMC2640427          DOI： 10.1021/ol802289f

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


  10 in total

1.  Markovnikov alkyne hydrosilylation catalyzed by ruthenium complexes.

Authors:  B M Trost; Z T Ball
Journal:  J Am Chem Soc       Date:  2001-12-19       Impact factor: 15.419

Review 2.  Design and implementation of new, silicon-based, cross-coupling reactions: importance of silicon-oxygen bonds.

Authors:  Scott E Denmark; Ramzi F Sweis
Journal:  Acc Chem Res       Date:  2002-10       Impact factor: 22.384

3.  Tandem aldol-allylation and aldol-aldol reactions with ketone-derived enolsilanes: highly diastereoselective single-step synthesis of complex tertiary carbinols.

Authors:  Xiaolun Wang; Qinglin Meng; Nicholas R Perl; Yue Xu; James L Leighton
Journal:  J Am Chem Soc       Date:  2005-09-21       Impact factor: 15.419

4.  The enantioselective allylation and crotylation of sterically hindered and functionalized aryl ketones: convenient access to unusual tertiary carbinol structures.

Authors:  Noah Z Burns; Blaine M Hackman; Pui Yee Ng; Ian A Powelson; James L Leighton
Journal:  Angew Chem Int Ed Engl       Date:  2006-06-02       Impact factor: 15.336

5.  Total synthesis of dolabelide D.

Authors:  Peter K Park; Steven J O'Malley; Darby R Schmidt; James L Leighton
Journal:  J Am Chem Soc       Date:  2006-03-08       Impact factor: 15.419

6.  Sequential cross-coupling of 1,4-bissilylbutadienes: synthesis of unsymmetrical 1,4-disubstituted 1,3-butadienes.

Authors:  Scott E Denmark; Steven A Tymonko
Journal:  J Am Chem Soc       Date:  2005-06-08       Impact factor: 15.419

7.  Synthetic stitching with silicon: geminal alkylation-hydroxylation of alkynyl carbonyl compounds.

Authors:  Barry M Trost; Zachary T Ball
Journal:  J Am Chem Soc       Date:  2004-11-03       Impact factor: 15.419

8.  Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: efficient and general trans addition.

Authors:  Barry M Trost; Zachary T Ball
Journal:  J Am Chem Soc       Date:  2005-12-21       Impact factor: 15.419

9.  A new synthesis of 1,3-dihydrobenzo[1,2]oxasiloles by a novel rearrangement of a pentavalent silicon intermediate.

Authors:  George Bashiardes; Vanessa Chaussebourg; Géraldine Laverdan; Jacques Pornet
Journal:  Chem Commun (Camb)       Date:  2003-11-26       Impact factor: 6.222

10.  Electrophilic cleavage of one silicon-carbon bond of pentacoordinate tetraorganosilanes: synthesis of silalactones.

Authors:  Mitsuru Shindo; Kenji Matsumoto; Kozo Shishido
Journal:  Angew Chem Int Ed Engl       Date:  2004-01       Impact factor: 15.336
  10 in total
  2 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.  Tandem ruthenium-catalyzed redox isomerization--O-conjugate addition: an atom-economic synthesis of cyclic ethers.

Authors:  Barry M Trost; Alicia C Gutierrez; Robert C Livingston
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.