Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction

QR Code

Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction

Copper or rhodium catalyzed reaction of diazocarbonyl compounds with β-hydroxyketones gives highly substituted tetrahydrofurans with excellent diastereoselectivity, under mild conditions, in a single step process that starts as a carbene O–H insertion reaction but is diverted by an intramolecular al...

Full description

Bibliographic Details
Main Authors:	Nicolle, Simon M., Lewis, William, Hayes, Christopher J., Moody, Christopher J.
Format:	Article
Published:	Wiley-VCH Verlag 2015
Online Access:	https://eprints.nottingham.ac.uk/34963/

Similar Items

Stereoselective synthesis of functionalized pyrrolidines by the diverted NH insertion reaction of metallocarbenes with β-aminoketone derivatives
by: Nicolle, Simon M., et al.
Published: (2016)

New preparations of diazo compounds and studies of their metal catalysed diverted insertion reactions
by: Nicolle, Simon
Published: (2016)

Stereoselective tetrahydrofuran synthesis
by: Shaw, Duncan Edward
Published: (1993)

C–H insertion as a key step to spiro-oxetanes, scaffolds for drug discovery
by: Nicolle, Simon M., et al.
Published: (2017)

Diastereoselective synthesis of highly substituted, amino- and pyrrolidino-tetrahydrofurans as lead-like molecular scaffolds
by: Moody, Christopher J., et al.
Published: (2018)

Solvolytic stereoselective coupling reaction of p-methoxyphenylmagnesium bromide with substituted allylic chlorides.
by: Lajis, Nordin Hj., et al.
Published: (1992)

The enantioselective total synthesis of (-)-hyperolactone C and related spirolactone analogues using a diverted metallocarbenoid O-H insertion strategy
by: Whymark, Kyran
Published: (2025)

Stereoselective nickel-catalysed arylative cyclisation reactions
by: Panchal, Heena
Published: (2019)

The ketimide ligand is not just an inert spectator: heteroallene insertion reactivity of an actinide-ketimide linkage in a thorium carbene amide ketimide complex
by: Lu, Erli, et al.
Published: (2014)

Does AFTA Create or Divert Trade?
by: Cabalu, Helen, et al.
Published: (2007)

Is AFTA Trade Creating or Trade Diverting?
by: Cabalu-Mendoza, Helen, et al.
Published: (2005)

Does AFTA Create or Divert Trade?
by: Cabalu, Helen, et al.
Published: (2007)

Regio- and stereoselective biomimetic synthesis of oligostilbenoid dimers from resveratrol analogues: Influence of the solvent, oxidant, and substitution
by: Ibrahim Ali , Noorbatcha
Published: (2008)

Synthesis of highly substituted 1,2-diazetidin-3-ones, small ring scaffolds for drug discovery
by: Santos, Marilla S., et al.
Published: (2018)

Photolysis of 1-Octene and Molybdenum Hexacarbonyl in Tetrahydrofuran
by: Card, Roger J., et al.
Published: (1977)

Quinones as dienophiles in the Diels-Alder reaction: history and applications in total synthesis
by: Nawrat, Christopher C., et al.
Published: (2014)

Stereoselective Rh- and Cu-catalysed additions to imines and aldehydes
by: Smith, Joshua J.
Published: (2017)

Stereoselective Binding of Human Serum Albumin
by: Chuang, Victor, et al.
Published: (2006)

Laser ablation synthesis of gold nanoparticles in tetrahydrofuran
by: Naharuddin, Noor Zirwatul Ahlam, et al.
Published: (2020)

Synthesis, characterization, and reactivity of a uranium(VI) carbene imido oxo complex
by: Lu, Erli, et al.
Published: (2014)

Biotransformation and stereoselective synthesis of pharmaceutical molecules from linoleic acid
by: Omar, Muhammad Nor, et al.
Published: (2007)

Hydrate-Aqueous Liquid-Vapor Equilibrium (H-LW-V) for binary CO2/H2 Mixture in Aqueous Solutions of Water and Tetrahydrofuran
by: K.M., Sabil, et al.
Published: (2010)

The inverse-trans-influence in tetravalent lanthanide and actinide bis(carbene) complexes
by: Gregson, Matthew, et al.
Published: (2017)

Stereoselective synthesis towards unnatural proline-based amino acids
by: Makhathini, S., et al.
Published: (2016)

Measurement and Modeling of Bubble and Dew Points of the Carbon Dioxide + Tetrahydrofuran + Water System
by: Sabil, Khalik M, et al.
Published: (2009)

N-heterocyclic carbenes and their applications for nanomaterials
by: Mascia, Rossella
Published: (2018)

Phase equilibria of mixed carbon dioxide and tetrahydrofuran hydrates in sodium chloride aqueous solutions
by: K.M., Sabil, et al.
Published: (2009)

Phase Behavior and Thermodynamics of Clathrate Hydrate Systems of Carbon Dioxide in Presence of Tetrahydrofuran and Electrolytes
by: K.M., Sabil, et al.
Published: (2009)

Tetrahydrofuran and natural gas hydrates formation in the presence of various inhibitors
by: Rojas González, Yenny V.
Published: (2011)

Cuprate addition to a 6-substituted pentafulvene: preparation of sec-alkyl substituted titanocene dichlorides and their biological activity
by: Cini, Melchior, et al.
Published: (2013)

Mesoporous Silica MCM-41 Supported N-Heterocyclic Carbene-Pd Complex for Heck and Sonogashira Coupling Reactions
by: Sarkar, Shaheen M., et al.
Published: (2015)

Interspecies In Vitro Evaluation of Stereoselective Protein Binding for 3,4-Methylenedioxymethamphetamine
by: Wan Aasim, Wan Raihana, et al.
Published: (2017)

Mannosylation of mutated MBP83-99 peptides diverts immune responses from Th1 to Th2
by: Katsara, M., et al.
Published: (2008)

Allergic reaction following insertion of vancomycin loaded in bone cement
by: Goh, Kian Liang, et al.
Published: (2014)

Peritoneal dialysis catheter insertion techniques by the nephrologist
by: Goh, Bak Leong, et al.
Published: (2024)

Enhanced transdermal peptide delivery and stability by lipid conjugation: Epidermal permeation, stereoselectivity and mechanistic insights
by: Namjoshi, S., et al.
Published: (2014)

The photochemistry of rhenium(I) tricarbonyl N-heterocyclic carbene complexes
by: Vaughan, J., et al.
Published: (2013)

Extract/Insert
by: Stelarc, Stelarc, et al.
Published: (2010)

Stereoselective synthesis of tetrahydroindolizines via catalytic formation of pyridinium ylides from diazo compounds
by: Day, Jonathan, et al.
Published: (2016)

An in vitro study of stereoselectivity of cytochrome p450 enzymes in the metabolism of 3,4-methylenedioxymethamphetamine
by: Asim, Wan Raihana Wan Aasim @ Wan
Published: (2013)