Recent Advance of Allylic Alcohol Reagents in Organic Synthesis

Allylic and Allenylic Dearomatization of Indoles Promoted by Graphene Oxide by Covalent Grafting Activation Mode

“…The evidences for a grafting activation mode exerted by the GO‐surface on the alcoholic moiety, prompted us to investigate also the reactivity of propargylic alcohols in the dearomatization process . In particular, the covalent binding of the carbynol unit on the GO should leave exposed to the approaching indole only the “external” acetylenic carbon (Scheme , inset), enabling an unprecedented regioselective allenylative dearomatization of indoles to occur.…”

A Synthesis of α-Alkyl Cycloenones by Pd-Catalyzed Suzuki–Miyaura Coupling with Cyclic Morita–Baylis–Hillman Adducts

“…Since the earliest reports on transition-metal-catalyzed Suzuki–Miyaura coupling with allylic alcohols, much progress has been made involving the π-activated alcohols . Although several examples of Suzuki–Miyaura-type couplings with nonactivated alcohols have been disclosed, allylic alcohols, which are more advantageous than allyl halides, carbonates, and esters, are still the mostly employed alcoholic electrophiles. In the seminal work by Shi and coworkers, secondary cyclic MBH alcohols could react with aryl boronic acids by chiral palladium complex catalyzed β-arylations .…”

TfOH-Promoted Reactions of TMS-Ethers of CF3–Pentenynoles with Arenes. Synthesis of CF3-Substituted Pentenynes, Indenes, and Other Carbocyclic Structures

“…Allylic alcohols are used in many reactions, such as Claisen rearrangement and related sigmatropic processes, 1,2 hydroxyl-directed additions to alkenes, 3−6 palladium-catalyzed π-allyl chemistry, 7 and allylation of aldehydes and ketones. 8 Propargylic alcohols also have a wide range of applications in oxidation, ring expansion, tandem reactions, benzannulation, and Meyer-Schuster rearrangement and play a huge role in the synthesis of carbo-and heterocyclic compounds. 9 One of the most important transformation of allylic and propargylic alcohols is their electrophilic acitvation with Brønsted and Lewis acids, including the classical Friedel−Crafts process.…”

“…Allylic and propargylic alcohols and their derivatives are widely explored in organic synthesis. Allylic alcohols are used in many reactions, such as Claisen rearrangement and related sigmatropic processes, , hydroxyl-directed additions to alkenes, − palladium-catalyzed π-allyl chemistry, and allylation of aldehydes and ketones . Propargylic alcohols also have a wide range of applications in oxidation, ring expansion, tandem reactions, benzannulation, and Meyer-Schuster rearrangement and play a huge role in the synthesis of carbo- and heterocyclic compounds .…”