Author: K. N. Houk

0000000000929569

AUTHOR

K. N. Houk

showing 3 related works from this author

Chiral Brønsted Acid-Catalyzed Asymmetric Allyl(propargyl)boration Reaction of ortho-Alkynyl Benzaldehydes: Synthetic Applications and Factors Govern…

2016

Chiral Bronsted acid-catalyzed allyl(propargyl)boration of ortho-alkynyl benzaldehydes gives rise to ω-alkynyl homoallylic(homopropargylic)alcohols that can be further transformed to complex molecular scaffolds via subsequent hydroalkoxylation, ring-closing enyne metathesis (RCEYM), or intramolecular Pauson–Khand reaction (PKR). Optimizations of each two-step transformation is reported. A strong dependence between enantioselectivities and the nature of the substitution at the alkynyl moiety is observed, showcasing that the triple bond is not merely a spectator in this transformation. Density functional theory (DFT) calculations (M06-2X/6-311+G(d,p)–IEFPCM//B3LYP/6-31G(d)) show that this dep…

chemistry.chemical_classification010405 organic chemistryStereochemistrySubstituentAlkyneGeneral Chemistry010402 general chemistryEnyne metathesisTriple bond01 natural sciencesCatalysis0104 chemical scienceschemistry.chemical_compoundchemistryOrganocatalysisIntramolecular forcePropargylHydroalkoxylationACS Catalysis

researchProduct

CCDC 1434367: Experimental Crystal Structure Determination

2016

Related Article: Elsa Rodríguez, Matthew N. Grayson, Amparo Asensio, Pablo Barrio, K. N. Houk, and Santos Fustero|2016|ACS Catalysis|6|2506|doi:10.1021/acscatal.6b00209

Space GroupCrystallographyCrystal SystemCrystal Structure1-(2-(phenylethynyl)phenyl)but-3-yn-1-olCell ParametersExperimental 3D Coordinates

researchProduct

CCDC 1434366: Experimental Crystal Structure Determination

2016

Related Article: Elsa Rodríguez, Matthew N. Grayson, Amparo Asensio, Pablo Barrio, K. N. Houk, and Santos Fustero|2016|ACS Catalysis|6|2506|doi:10.1021/acscatal.6b00209

Space GroupCrystallographyCrystal System1-(2-(phenylethynyl)phenyl)but-3-en-1-olCrystal StructureCell ParametersExperimental 3D Coordinates

researchProduct

PEPhysical Sciences and Engineering
- PE2Fundamental Constituents of Matter
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