• Hydroborationoxidation reaction is a two-step hydration reaction that converts an alkene into an alcohol. The process results in the syn addition of...
    8 KB (942 words) - 15:12, 8 July 2024
  • is stereospecific, this oxidation reaction will be diastereoselective when the alkene is trisubstituted. Hydroboration-oxidation is thus an excellent way...
    13 KB (1,520 words) - 15:37, 28 March 2025
  • for producing alcohols, including the hydroborationoxidation reaction, the oxymercuration–reduction reaction, the Mukaiyama hydration, the reduction...
    5 KB (621 words) - 08:39, 13 March 2025
  • Thumbnail for Chemical reaction
    between atoms. A reaction may be classified as redox in which oxidation and reduction occur or non-redox in which there is no oxidation and reduction occurring...
    66 KB (8,057 words) - 19:52, 8 May 2025
  • In organic chemistry, the Swern oxidation, named after Daniel Swern, is a chemical reaction whereby a primary or secondary alcohol (−OH) is oxidized to...
    9 KB (1,019 words) - 17:16, 26 December 2023
  • oxymercuration–reaction can give R–CH=CH–CH2–O–CH=CH2, which is suitable for a Claisen rearrangement. Hydroborationoxidation reaction Mukaiyama hydration...
    10 KB (1,156 words) - 03:06, 17 October 2024
  • Thumbnail for Disiamylborane
    colorless waxy solid that is used in organic synthesis for hydroborationoxidation reactions. Like most dialkyl boron hydrides, it has a dimeric structure...
    3 KB (235 words) - 00:55, 7 February 2024
  • Thumbnail for Electrophilic addition
    Electrophilic addition (category Reaction mechanisms)
    Hydrogenations: H2 Oxymercuration reactions: mercuric acetate, water Hydroboration-oxidation reactions: diborane the Prins reaction: formaldehyde, water March...
    2 KB (243 words) - 11:21, 17 April 2024
  • Thumbnail for Organoboron chemistry
    hydroboration-oxidation reaction pair oxidizes the borane to an alcohol with hydrogen peroxide or to a carbonyl group with chromium oxide. Oxidation of...
    32 KB (3,220 words) - 09:10, 14 May 2025
  • Thumbnail for Allylic strain
    induction in the hydroboration oxidation reaction. The reaction is regioselective and stereoselective. The regioselectivity of the reaction is due to the...
    21 KB (2,486 words) - 10:37, 15 March 2025
  • Thumbnail for Boron
    boron Boron deficiency Boron oxide Boron nitride Boron neutron capture therapy Boronic acid Hydroboration-oxidation reaction Suzuki coupling The earth's...
    127 KB (13,042 words) - 05:14, 16 May 2025
  • Borane (section Reactions)
    borane–tetrahydrofuran may also be used. Hydroboration can be coupled with oxidation to give the hydroboration-oxidation reaction. In this reaction, the boryl group in the...
    13 KB (1,227 words) - 00:18, 1 February 2025
  • Thumbnail for Hydrogen peroxide
    for the oxidation of alkylboranes to alcohols, the second step of hydroboration-oxidation. It is also the principal reagent in the Dakin oxidation process...
    92 KB (9,260 words) - 16:10, 4 May 2025
  • oxidized to form an alcohol. This two-step reaction is now called hydroboration-oxidation and is a reaction that converts alkenes into anti-Markovnikov...
    15 KB (1,391 words) - 03:46, 12 January 2025
  • transition metal catalyzed hydroborations using HBpin. Reaction of the β-diketiminato germylene hydride with nitrous oxide produces a germylene hydroxide...
    18 KB (2,198 words) - 19:43, 15 August 2024
  • In chemistry, metal-catalysed hydroboration is a reaction used in organic synthesis. It is one of several examples of homogeneous catalysis. In 1975,...
    16 KB (1,811 words) - 07:57, 27 March 2025
  • catalyst and a base. The organoboron species is usually synthesized by hydroboration or carboboration, allowing for rapid generation of molecular complexity...
    35 KB (3,984 words) - 09:53, 14 May 2025
  • oxidation Boyer Reaction Bredt's rule Brook rearrangement Brown hydroboration Bucherer carbazole synthesis Bucherer reaction Bucherer–Bergs reaction Buchner...
    37 KB (3,428 words) - 16:27, 11 November 2024
  • coupling Nicholas reaction Nitrosylation Noyori asymmetric hydrogenation Olefin polymerization Oppenauer oxidation Oxidation Oxidative addition Oxygenation...
    4 KB (263 words) - 17:12, 10 January 2025
  • oxygen to form the corresponding chiral alcohol (cf. hydroborationoxidation reaction). The reaction can also be applied to dienes, where the least sterically...
    4 KB (326 words) - 20:07, 2 January 2024
  • Thumbnail for Tetrahydrofuran
    complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard...
    18 KB (1,654 words) - 00:34, 30 April 2025
  • Thumbnail for Wilkinson's catalyst
    other hydrofunctionalization reactions including hydroacylation, hydroboration, and hydrosilylation of alkenes. Hydroborations have been studied with catecholborane...
    13 KB (1,209 words) - 16:01, 6 February 2025
  • Thumbnail for Diisopinocampheylborane
    with B-H-B bridges. Diisopinocampheylborane was originally prepared by hydroboration of excess α-pinene with borane, but it is now more commonly generated...
    9 KB (875 words) - 14:29, 8 February 2025
  • Thumbnail for Alkyne
    hydrides. The hydroboration of alkynes gives vinylic boranes which oxidize to the corresponding aldehyde or ketone. In the thiol-yne reaction the substrate...
    24 KB (3,193 words) - 11:14, 14 May 2025
  • Syn and anti addition (category Addition reactions)
    characterize the different reactions of organic chemistry by reflecting the stereochemistry of the products in a reaction. The type of addition that occurs...
    8 KB (546 words) - 15:38, 9 August 2024
  • Thumbnail for 9-Borabicyclo(3.3.1)nonane
    organoborane compound. This colourless solid is used in organic chemistry as a hydroboration reagent. The compound exists as a hydride-bridged dimer, which easily...
    5 KB (391 words) - 05:36, 30 September 2024
  • Thumbnail for Sodium borohydride
    listing. Oxidation with iodine in tetrahydrofuran gives borane–tetrahydrofuran, which can reduce carboxylic acids to alcohols. Partial oxidation of borohydride...
    29 KB (2,764 words) - 01:10, 17 January 2025
  • Hydroxymethylation (category Carbon-carbon bond forming reactions)
    hydroxymethylation of aldehydes involves methylenation followed by hydroboration-oxidation: RCHO + Ph3P=CH2 → RCH=CH2 + Ph3PO RCH=CH2 + R2BH → RCH2-CH2BR2...
    6 KB (630 words) - 03:31, 29 July 2024
  • quantum yield of 14% and 22%, respectively. Catalytic systems for hydroboration reactions based on magnesium complexes have been investigated, with the pioneering...
    61 KB (5,969 words) - 01:07, 20 January 2025
  • Thumbnail for Oxalyl chloride
    Collected Volumes, vol. 9, p. 692. Leopold, E. J. (1990). "Selective hydroboration of a 1,3,7-triene: Homogeraniol". Organic Syntheses; Collected Volumes...
    12 KB (1,029 words) - 00:15, 7 March 2025