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Literature DB >> 23145431

γ-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes.

Sean M Smith¹, Gia L Hoang, Rhitankar Pal, Mohammad O Bani Khaled, Liberty S W Pelter, Xiao Cheng Zeng, James M Takacs.

Abstract

Directed catalytic asymmetric hydroborations of 1,1-disubstituted alkenes afford γ-dioxaborato amides and esters in high enantiomeric purity (90-95% ee).

Entities: Chemical Disease

Mesh：

Substances：
Alkenes
Boron

Year: 2012 PMID： 23145431 PMCID： PMC3601746 DOI： 10.1039/c2cc36199j

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

36 in total

1. Modular monodentate oxaphospholane ligands: utility in highly efficient and enantioselective 1,4-diboration of 1,3-dienes.

Authors: Christopher H Schuster; Bo Li; James P Morken
Journal: Angew Chem Int Ed Engl Date: 2011-07-12 Impact factor: 15.336

2. Chiral boronate derivatives via catalytic enantioselective conjugate addition of Grignard reagents on 3-boronyl unsaturated esters and thioesters.

Authors: Jack Chang Hung Lee; Dennis G Hall
Journal: J Am Chem Soc Date: 2010-04-28 Impact factor: 15.419

3. Catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides: striking influence of the borane.

Authors: Sean M Smith; Maulen Uteuliyev; James M Takacs
Journal: Chem Commun (Camb) Date: 2011-06-03 Impact factor: 6.222

4. TADDOL-derived phosphites and phosphoramidites for efficient rhodium-catalyzed asymmetric hydroboration.

Authors: Shin A Moteki; Di Wu; Kusum L Chandra; D Sahadeva Reddy; James M Takacs
Journal: Org Lett Date: 2006-07-06 Impact factor: 6.005

5. Highly enantioselective synthesis of tertiary boronic esters and their stereospecific conversion to other functional groups and quaternary stereocentres.

Authors: Helen K Scott; Varinder K Aggarwal
Journal: Chemistry Date: 2011-11-03 Impact factor: 5.236

6. Catalytic enantioselective 1,2-diboration of 1,3-dienes: versatile reagents for stereoselective allylation.

Authors: Laura T Kliman; Scott N Mlynarski; Grace E Ferris; James P Morken
Journal: Angew Chem Int Ed Engl Date: 2011-12-01 Impact factor: 15.336

7. Remarkable levels of enantioswitching in catalytic asymmetric hydroboration.

Authors: Sean M Smith; James M Takacs
Journal: Org Lett Date: 2010-10-15 Impact factor: 6.005

8. Catalytic enantioselective hydroboration of cyclopropenes.

Authors: Marina Rubina; Michael Rubin; Vladimir Gevorgyan
Journal: J Am Chem Soc Date: 2003-06-18 Impact factor: 15.419

9. Highly regio- and enantioselective catalytic asymmetric hydroboration of α-substituted styrenyl derivatives.

Authors: Clément Mazet; David Gérard
Journal: Chem Commun (Camb) Date: 2010-10-14 Impact factor: 6.222

Review 10. Catalytic enantioselective diboration, disilation and silaboration: new opportunities for asymmetric synthesis.

Authors: Heather E Burks; James P Morken
Journal: Chem Commun (Camb) Date: 2007-08-22 Impact factor: 6.222

7 in total

1. Enantioselective desymmetrization via carbonyl-directed catalytic asymmetric hydroboration and Suzuki-Miyaura cross-coupling.

Authors: Gia L Hoang; Zhao-Di Yang; Sean M Smith; Rhitankar Pal; Judy L Miska; Damaris E Pérez; Libbie S W Pelter; Xiao Cheng Zeng; James M Takacs
Journal: Org Lett Date: 2015-02-02 Impact factor: 6.005

7. Mechanistic Insights into Carbonyl-Directed Rhodium-Catalyzed Hydroboration: ab Initio Study of a Cyclic γ,δ-Unsaturated Amide.

Authors: Zhao-Di Yang; Rhitankar Pal; Gia L Hoang; Xiao Cheng Zeng; James M Takacs
Journal: ACS Catal Date: 2014-01-22 Impact factor: 13.084