English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
  Suzuki reactions of extended scope: the ‘9-MeO-9-BBN variant’ as a complementary format for cross-coupling

Seidel, G., & Fürstner, A. (2012). Suzuki reactions of extended scope: the ‘9-MeO-9-BBN variant’ as a complementary format for cross-coupling. Chemical Communications, 48(15), 2055-2070. doi:10.1039/c2cc17070a.

Item is

Files

show Files

Locators

show

Creators

show
hide
 Creators:
Seidel, Günter1, Author              
Fürstner, Alois1, Author              
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              

Content

show
hide
Free keywords: -
 Abstract: While the Suzuki coupling has gained paramount importance, the basic set-up of the reaction has remained essentially unchanged for decades. It consists of the palladium-catalyzed coupling of organoboron reagents with aryl- or alkenyl halides, -sulfonates or related electrophiles in the presence of a base. One of the few alternative formats for this transformation is the ‘9-MeO-9-BBN variant’, which is distinguished by not requiring an added base as a promoter. Rather, polar organometallic reagents R–M (R = Me, alkyl, aryl, heteroaryl, alkenyl, alkynyl etc.) are first intercepted with 9-MeO-9-BBN to give the corresponding borinate complexes, which then pass the R-group onto an organopalladium complex generated in situ as the electrophilic partner. This procedure allowed the structural reach of the Suzuki coupling to be extended, and served in a host of advanced applications, most notably for elaborate sp–sp2 and sp3–sp2 coupling processes.

Details

show
hide
Language(s): eng - English
 Dates: 2011-11-142011-12-052012-01-122012-02-18
 Publication Status: Published in print
 Pages: 16
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1039/c2cc17070a
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: Chemical Communications
  Other : Chem. Commun.
Source Genre: Journal
 Creator(s):
Seidel, Günter1, Author            
Fürstner, Alois1, Author            
Affiliations:
1 Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584            
Publ. Info: Cambridge, UK : The Society
Pages: 16 Volume / Issue: 48 (15) Sequence Number: - Start / End Page: 2055 - 2070 Identifier: ISSN: 1359-7345
CoNE: https://pure.mpg.de/cone/journals/resource/954928495413