55 research outputs found
Enantio‐ and Diastereoselective Cyclopropanation of 1‐Alkenylboronates : Synthesis of 1‐Boryl‐2,3‐Disubstituted Cyclopropanes
A novel, highly enantio- and diastereoselective
synthesis of 1-boryl-2,3-disubstituted cyclopropanes has been
developed by means of the cyclopropanation of alkenylboronates
with ethyl diazoacetate in the presence of catalytic
amounts of a chiral copper(I) complex. The products can also
be directly accessed from alkynes through an operationally
simple, sequential hydroboration–cyclopropanation protocol.
The resulting enantioenriched 1-boryl-2,3-disubstituted cyclopropanes
are versatile synthetic intermediates that undergo
further transformations at the carbon–boron bond.We thank MINECO for financial support (CTQ2014-52769-
C03-01-R and Juan de la Cierva fellow for J.C.) and Junta de
Andaluc a (P12-FQM-1765). We also thank Riccardo Gava
and Cristina Gonzalez for additional experiments and Francisco
Molina for X-ray diffraction studies
ChemInform Abstract: Highly Enantioselective Synthesis of Cyclopropylamine Drivatives via Ru(II)-Pheox-Catalyzed Direct Asymmetric Cyclopropanation of Vinylcarbamates.
ChemInform Abstract: Highly Regio- and Stereoselective Synthesis of Alkylidenecyclopropanes via Ru(II)-Pheox Catalyzed Asymmetric Inter- and Intramolecular Cyclopropanation of Allenes.
ChemInform Abstract: Highly Stereoselective Ru(II)-Pheox Catalyzed Asymmetric Cyclopropanation of Terminal Olefins with Succinimidyl Diazoacetate.
ChemInform Abstract: Highly Stereoselective Synthesis of Cyclopropylphosphonates Catalyzed by Chiral Ru(II)-Pheox Complex.
ChemInform Abstract: Highly Stereoselective Cyclopropanation of α,β-Unsaturated Carbonyl Compounds with Methyl (Diazoacetoxy)acetate Catalyzed by a Chiral Ruthenium(II) Complex.
ChemInform Abstract: Highly Stereoselective Cyclopropanation of Diazo Weinreb Amides Catalyzed by Chiral Ru(II)-Amm-Pheox Complexes.
Highly Chemo- and Stereoselective Carbene Transfer Reactions Catalyzed by Ru(II) Complexes
豊橋技術科学大
Catalytic Asymmetric Intermolecular Cyclopropanation of a Ketone Carbene Precursor by a Ruthenium(II)-Pheox Complex
Inter- and Intramolecular Cyclopropanations of Diazo Weinreb Amides Catalyzed by Ruthenium(II)- Amm
- …