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Literature DB >> 16381571

cis-dihydroxylation of unsaturated potassium alkyl- and aryltrifluoroborates.

Abstract

[reaction: see text] The cis-dihydroxylation of olefin-containing potassium alkyl- and aryltrifluoroborates proceeds readily in moderate to excellent yields. The resulting diols are efficient coupling partners in Suzuki-Miyaura-type reactions with both alkenyl and aryl bromides.

Entities: Chemical Disease

Mesh：

Substances：
Borates
Potassium

Year: 2006 PMID： 16381571 PMCID： PMC2504008 DOI： 10.1021/ol052549e

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

7 in total

1. Cross-coupling reactions of potassium alkyltrifluoroborates with aryl and 1-alkenyl trifluoromethanesulfonates.

Authors: G A Molander; T Ito
Journal: Org Lett Date: 2001-02-08 Impact factor: 6.005

2. Expanding organoboron chemistry: epoxidation of potassium organotrifluoroborates.

Authors: Gary A Molander; María Ribagorda
Journal: J Am Chem Soc Date: 2003-09-17 Impact factor: 15.419

3. A mild protocol for allylation and highly diastereoselective syn or anti crotylation of aldehydes in biphasic and aqueous media utilizing potassium allyl- and crotyltrifluoroborates.

Authors: Avinash N Thadani; Robert A Batey
Journal: Org Lett Date: 2002-10-31 Impact factor: 6.005

4. B-alkyl suzuki-miyaura cross-coupling reactions with air-stable potassium alkyltrifluoroborates.

Authors: Gary A Molander; Chang-Soo Yun; María Ribagorda; Betina Biolatto
Journal: J Org Chem Date: 2003-07-11 Impact factor: 4.354

5. Di(isopropylprenyl)borane: A new hydroboration reagent for the synthesis of alkyl and alkenyl boronic acids.

Authors: Alexey V Kalinin; Stefan Scherer; Victor Snieckus
Journal: Angew Chem Int Ed Engl Date: 2003-07-28 Impact factor: 15.336

6. Allylation and highly diastereoselective syn or anti crotylation of N-toluenesulfonylimines using potassium allyl- and crotyltrifluoroborates.

Authors: Sze-Wan Li; Robert A Batey
Journal: Chem Commun (Camb) Date: 2004-05-11 Impact factor: 6.222

7. Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of potassium aryl- and heteroaryltrifluoroborates.

Authors: Gary A Molander; Betina Biolatto
Journal: J Org Chem Date: 2003-05-30 Impact factor: 4.354

7 in total

11 in total

1. Synthesis of 2-substituted 2H-chromenes using potassium vinyltrifluoroborates.

Authors: Fei Liu; Todd Evans; Bhaskar C Das
Journal: Tetrahedron Lett Date: 2008-03-03 Impact factor: 2.415

2. Preparation and wittig reactions of organotrifluoroborato phosphonium ylides.

Authors: Gary A Molander; Jungyeob Ham; Belgin Canturk
Journal: Org Lett Date: 2007-02-06 Impact factor: 6.005

3. Synthesis of functionalized organotrifluoroborates via the 1,3-dipolar cycloaddition of azides.

Authors: Gary A Molander; Jungyeob Ham
Journal: Org Lett Date: 2006-06-22 Impact factor: 6.005

4. Ozonolysis of unsaturated organotrifluoroborates.

Authors: Gary A Molander; David J Cooper
Journal: J Org Chem Date: 2007-04-05 Impact factor: 4.354

5. Linchpin synthons: metalation of aryl bromides bearing a potassium trifluoroborate moiety.

Authors: Gary A Molander; Noel M Ellis
Journal: J Org Chem Date: 2006-09-15 Impact factor: 4.354

6. 17(R),18(S)-epoxyeicosatetraenoic acid, a potent eicosapentaenoic acid (EPA) derived regulator of cardiomyocyte contraction: structure-activity relationships and stable analogues.

Authors: John R Falck; Gerd Wallukat; Narender Puli; Mohan Goli; Cosima Arnold; Anne Konkel; Michael Rothe; Robert Fischer; Dominik N Müller; Wolf-Hagen Schunck
Journal: J Med Chem Date: 2011-06-01 Impact factor: 7.446