Diversity‐Oriented Synthesis of Carbohydrate Scaffolds through the Prins Cyclization of Differently Protected d‐Mannitol‐Derived Homoallylic Alcohols
Sign Up to like & getrecommendations! Published in 2017 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.201701172
Abstract: A diversity oriented synthesis of a variety of carbohydrate scaffolds such as sugar fused isochroman derivatives, bicyclic vinyl halide derivatives, fluorine substituted tetrahydropyrans, and a furan derivative is reported. This has been achieved by using… read more here.
Keywords: diversity oriented; carbohydrate scaffolds; derived homoallylic; homoallylic alcohols ... See more keywords
Nickel-Catalyzed Isomerization of Homoallylic Alcohols.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01201
Abstract: Nickel-catalyzed isomerizations of homoallylic alcohols and a bishomoallylic alcohol are presented. These isomerization reactions occur in the presence of a simple nickel catalyst that does not require addition of an exogenous ligand. The corresponding ketone… read more here.
Keywords: nickel catalyzed; isomerization homoallylic; homoallylic alcohols; catalyzed isomerization ... See more keywords
Controllable Stereoselective Synthesis of (Z)- and (E)-Homoallylic Alcohols Using a Palladium-Catalyzed Three-Component Reaction.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02979
Abstract: Diastereoselective synthesis of (Z)- and (E)-homoallylic alcohols using a Pd-catalyzed three-component reaction of 3-(pinacolatoboryl)allyl benzoates, aldehydes, and aryl stannanes was developed, which provides an alternative method for the allylboration of aldehydes using α,γ-diaryl-substituted allylboronates. Both… read more here.
Keywords: synthesis homoallylic; catalyzed three; homoallylic alcohols; three component ... See more keywords
Trialkylborane-Mediated Multicomponent Reaction for the Diastereoselective Synthesis of Anti-δ,δ-Disubstituted Homoallylic Alcohols.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.8b03761
Abstract: The trialkylborane/O2-mediated reaction of propargyl acetates having a tributylstannyl group at an alkyne terminus with aldehydes in a THF-H2O solvent system gave anti-δ,δ-disubstituted homoallylic alcohols with good to high diastereoselectivity. Intriguingly, two alkyl groups derived… read more here.
Keywords: trialkylborane mediated; anti disubstituted; homoallylic alcohols; disubstituted homoallylic ... See more keywords
Stereoselective Syntheses of ( E)-γ',δ-Bisboryl-Substituted syn-Homoallylic Alcohols via Chemoselective Aldehyde Allylboration.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b00461
Abstract: The development of a novel ( Z)-α,δ-bisboryl-substituted crotylboron reagent is reported. Ni-catalyzed 1,4-diboration of dienylboronate provided the targeted crotylboronate in good yield with high regio- and stereoselectivity. Chemo- and stereoselective addition of this crotylboron reagent… read more here.
Keywords: syntheses bisboryl; substituted syn; syn homoallylic; bisboryl substituted ... See more keywords
Cu-catalyzed cross-coupling reactions of vinyl epoxide with organoboron compounds: access to homoallylic alcohols
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DOI: 10.1039/c8ra09048c
Abstract: Copper-catalyzed cross-coupling reactions of vinyl epoxide with arylboronates to obtain aryl-substituted homoallylic alcohols are described. The reaction selectivity was different to that of previously reported vinyl epoxide ring-opening reactions using aryl nucleophiles. The reaction proceeded… read more here.
Keywords: vinyl epoxide; catalyzed cross; homoallylic alcohols; reactions vinyl ... See more keywords
Nickel-catalyzed arylative substitution of homoallylic alcohols
Sign Up to like & getrecommendations! Published in 2022 at "Chemical Science"
DOI: 10.1039/d2sc01716d
Abstract: Direct coupling of unactivated alcohols remains a challenge in synthetic chemistry. Current approaches to cross-coupling of alcohol-derived electrophiles often involve activated alcohols such as tosylates or carbonates. We report the direct arylative substitution of homoallylic… read more here.
Keywords: substitution; nickel catalyzed; substitution homoallylic; homoallylic alcohols ... See more keywords