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  2. Sharpless asymmetric dihydroxylation - Wikipedia

    en.wikipedia.org/wiki/Sharpless_asymmetric_di...

    In the example shown below, the para-methoxybenzoyl substituent serves primarily as a source of steric bulk to allow the catalyst to differentiate the two faces of the alkene. [23] SAD scheme 3. It is often difficult to obtain high diastereoselectivity on cis-disubstituted alkenes when both ends of the olefin have similar steric environments.

  3. Horner–Wadsworth–Emmons reaction - Wikipedia

    en.wikipedia.org/wiki/Horner–Wadsworth–Emmons...

    The final elimination of oxaphosphetanes 4a and 4b yield (E)-alkene 5 and (Z)-alkene 6, with the by-product being a dialkyl-phosphate. The mechanism of the Horner-Wadsworth-Emmons reaction The ratio of alkene isomers 5 and 6 is not dependent upon the stereochemical outcome of the initial carbanion addition and upon the ability of the ...

  4. Grieco elimination - Wikipedia

    en.wikipedia.org/wiki/Grieco_elimination

    The Grieco elimination is an organic reaction describing the elimination reaction of an aliphatic primary alcohol through a selenide to a terminal alkene. [1] [2] It is named for Paul Grieco. The alcohol first reacts with o-nitrophenylselenocyanate and tributylphosphine to form a selenide via a nucleophilic substitution on the electron ...

  5. Ring-closing metathesis - Wikipedia

    en.wikipedia.org/wiki/Ring-closing_metathesis

    In addition to terminal alkenes, tri- and tetrasubstituted alkenes have been used in RCM reactions to afford substituted cyclic olefin products. [32] Ring-closing metathesis has also been used to cyclize rings containing an alkyne to produce a new terminal alkene , or even undergo a second cyclization to form bicycles.

  6. Jacobsen epoxidation - Wikipedia

    en.wikipedia.org/wiki/Jacobsen_epoxidation

    Jacobsen's catalysts R = Alkyl, O-alkyl, O-trialkyl Best Jacobsen catalyst: R = t Bu Katsuki's catalysts R 1 = Aryl, substituted aryl R 2 = Aryl, Alkyl. The Jacobsen epoxidation, sometimes also referred to as Jacobsen-Katsuki epoxidation is a chemical reaction which allows enantioselective epoxidation of unfunctionalized alkyl- and aryl- substituted alkenes.

  7. Simmons–Smith reaction - Wikipedia

    en.wikipedia.org/wiki/Simmons–Smith_reaction

    The Simmons–Smith reaction can be used to cyclopropanate simple alkenes without complications. Unfunctionalized achiral alkenes are best cyclopropanated with the Furukawa modification (see below), using Et 2 Zn and CH 2 I 2 in 1,2-dichloroethane. [17] Cyclopropanation of alkenes activated by electron donating groups proceed rapidly

  8. Terminal alkene - Wikipedia

    en.wikipedia.org/wiki/Terminal_alkene

    In organic chemistry, terminal alkenes (alpha-olefins, α-olefins, or 1-alkenes) are a family of organic compounds which are alkenes (also known as olefins) with a chemical formula C x H 2x, distinguished by having a double bond at the primary, alpha (α), or 1-position. [1]

  9. Dihydroxylation - Wikipedia

    en.wikipedia.org/wiki/Dihydroxylation

    Dihydroxylation is the process by which an alkene is converted into a vicinal diol.Although there are many routes to accomplish this oxidation, the most common and direct processes use a high-oxidation-state transition metal (typically osmium or manganese).