Mixed diboration of alkenes in a metal-free context.
نویسندگان
چکیده
Experimental and theoretical rationalization on regioselective mixed diboration of alkenes, with the unsymmetrical diboron reagent Bpin-Bdan, providing the protecting Bdan moiety in the internal position.
منابع مشابه
Asymmetric organocatalytic diboration of alkenes.
The use of chiral alcohols to form the Lewis acid-base *RO(-)→ bis(pinacolato)diboron adduct, in situ, provides an opportunity to induce asymmetry in the organocatalytic diboration of alkenes and complements the well established transition metal-mediated enantioselective diboration.
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An alkoxide-catalyzed directed diboration of alkenyl alcohols is described. This reaction occurs in a stereoselective fashion and is demonstrated with cyclic and acyclic homoallylic and bishomoallylic alcohol substrates. After oxidation, the reaction generates 1,2-diols such that the process represents a method for the stereoselective directed dihydroxylation of alkenes.
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1,2-Bis(boronic esters), derived from the enantioselective diboration of terminal alkenes, can be selectively homologated at the primary boronic ester by using enantioenriched primary/secondary lithiated carbamates or benzoates to give 1,3-bis(boronic esters), which can be subsequently oxidized to the corresponding secondary-secondary and secondary-tertiary 1,3-diols with full stereocontrol. Th...
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The copper-catalyzed diboration of ketones followed by an acid-catalyzed elimination leads to the formation of 1,1-disubstituted and trisubstituted vinyl boronate esters with moderate to good yields and selectivity. Addition of tosic acid to the crude diboration products provides the corresponding vinyl boronate esters upon elimination. The trisubstituted vinyl boronate esters are formed as the...
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The nanoparticles of Ti-Si mixed oxides (NTSO) with Rutile structure were prepared by sol-gel method in a mixture of alcohol and water as solvent. The solid product was characterized by XRD, FTIR, SEM, TEM, UV, TGA and laser Raman spectroscopy. The catalytic activity of NTSO (5-10 nm) was investigated in the epoxidation of cis stilbene, trans stilbene, and norbornene by using oxidants such as t...
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ورودعنوان ژورنال:
- Chemical communications
دوره 51 9 شماره
صفحات -
تاریخ انتشار 2015