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Markus Tost,Uli Kazmaier Markus Tost
Matteson homologations of chiral boronic esters with lithium dichlorocarbenoids and various nucleophiles proved to be a useful method for the synthesis of functionalized polyketides in a highly stereoselective fashion. Via repeated homologa...
Hao Liang,James P Morken Hao Liang
Activation of enantiomerically enriched tertiary alkylboronic esters with adamantyllithium generated in situ enables stereoretentive boron-to-copper transmetalation. The resulting alkylcopper species can undergo cross-coupling reactions wit...
Xuntong Zhang,Chenpeng Gao,James P Morken Xuntong Zhang
Synthesis of stereodefined carbocyclic and heterocyclic tertiary boronic esters is accomplished by performing a conjunctive cross-coupling reaction on preformed cyclic boron ate complexes. Boronates bearing spirocyclic and aryl bicyclic ske...
Aqeel A Hussein,Faisal A Almalki,Alaa M Alqahtani et al. Aqeel A Hussein et al.
Interception of a dearomatized tertiary boronic ester, formed through a kinetically and thermodynamically favorable 1,2-metalate rearrangement/anti-SN2' elimination of an activated ortho-lithiated benzyl amine, in a [4+2] cycloaddition or 1...
Tao-Tao Gao,Hou-Xiang Lu,Peng-Chao Gao et al. Tao-Tao Gao et al.
Chiral tertiary boronic esters are important precursors to bioactive compounds and versatile synthetic intermediates to molecules containing quaternary stereocenters. The development of conjugate boryl addition to α,β-unsaturated amide ha...
Qingqing Qi,Xuena Yang,Xiaoping Fu et al. Qingqing Qi et al.
Herein we report a highly efficient and enantiospecific borylation method to synthesize a wide range of enantiopure (>99 % ee) α-amino tertiary boronic esters. The configurationally stable α-N-Boc substituted tertiary organolithium specie...
Jesse A Myhill,Liang Zhang,Gabriel J Lovinger et al. Jesse A Myhill et al.
Catalytic enantioselective conjunctive cross-coupling has been developed to construct tertiary alkylboronic esters. These reactions occur with good yield and enantioselectivity for a range of substrates. Mechanistic experiments reveal aspec...
Claire M Wilson,Venkataraman Ganesh,Adam Noble et al. Claire M Wilson et al.
The coupling of ortho- and para-phenols with secondary and tertiary boronic esters has been explored. In the case of para-substituted phenols, after reaction of a dilithio phenolate species with a boronic ester, treatment with Ph3 BiF2 or M...
Beatrice S L Collins,Claire M Wilson,Eddie L Myers et al. Beatrice S L Collins et al.
Non-racemic chiral boronic esters are recognised as immensely valuable building blocks in modern organic synthesis. Their stereospecific transformation into a variety of functional groups-from amines and halides to arenes and alkynes-along ...
Suman Chakrabarty,James M Takacs Suman Chakrabarty
Highly enantioselective rhodium-catalyzed hydroboration of allylic phosphonates by pinacolborane affords chiral tertiary boronic esters. The β-borylated phosphonates are readily converted to chiral β- and γ-hydroxyphosphonates and aminop...
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