Xianghua Tao

ORCID: 0000-0002-0149-8838
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About
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Research Areas
  • Catalytic C–H Functionalization Methods
  • Chemical Synthesis and Analysis
  • Cyclopropane Reaction Mechanisms
  • Catalytic Alkyne Reactions
  • Asymmetric Synthesis and Catalysis
  • Asymmetric Hydrogenation and Catalysis
  • Catalytic Cross-Coupling Reactions
  • Microbial Natural Products and Biosynthesis
  • Organoboron and organosilicon chemistry
  • Synthesis of Organic Compounds
  • Fluorine in Organic Chemistry

Shanghai University
2020-2022

East China Normal University
2016-2017

The transition-metal-free insertion of isolated alkynes into carbon-carbon σ-bonds unstrained cyclic β-dicarbonyl compounds has been reported. These tandem reactions offer an efficient synthesis medium-sized ring or fused-ring through expansion. methodology the potential to be widely used throughout organic due easily accessible starting materials and mild reaction conditions.

10.1002/chem.201603798 article EN Chemistry - A European Journal 2016-10-14

Abstract Base‐promoted insertion reactions of alkynes into the C–C σ‐bonds α‐cyano ketones were established to construct highly functionalized conjugated olefins or chromone derivatives via transition metal‐free tandem reactions. These are initialized through nucleophilic attack alkynones followed by intramolecular addition/ring‐opening furnish cyano‐containing alkenes. In cases bearing an ortho ‐halide‐substituted aryl ring, a further C–O bond coupling reaction occurs afford in good high...

10.1002/adsc.201700565 article EN Advanced Synthesis & Catalysis 2017-06-12

This work emphasizes easy access to α-vinyl and aryl amino acids via Ni-catalyzed cross-electrophile coupling of bench-stable N-carbonyl-protected α-pivaloyloxy glycine with vinyl/aryl halides triflates. The protocol permits the synthesis α-amino bearing hindered branched vinyl groups, which remains a challenge using current methods. On basis experimental DFT studies, simultaneous addition α-carbon (Gly) radicals Ni(0) Ar-Ni(ii) may occur, former being more favored where oxidative C(sp2)...

10.1039/d0sc05452f article EN cc-by-nc Chemical Science 2020-10-27

We report herein an asymmetric Ni-catalyzed cross-electrophile coupling approach to prepare enantioenriched aryl/vinyl alkyl carbinol esters through arylation/vinylation of easily accessible racemic 1-chloro-1-alkanol with electrophiles. The method features a broad substrate scope as demonstrated by more than 60 examples including the challenging chiral allylic esters. It tolerates wide array functional groups alkenyl, carbonyl and free hydroxyl that may not survive in conventional reduction...

10.1039/d2sc02806a article EN cc-by-nc Chemical Science 2022-01-01

A Ni-catalyzed reductive cross-coupling between α-C-tosyl peptides and Csp2 triflates/halides has been developed. This protocol enables the formation of various unnatural di- tripeptides containing vinyl aryl side chains, it expands applications in late-stage diversification peptides.

10.1021/acs.orglett.1c02601 article EN Organic Letters 2021-09-20

10.6023/cjoc202100036 article EN Chinese Journal of Organic Chemistry 2021-01-01
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