Stereodivergent Synthesis of Bispyrrolidinoindoline Alkaloidal Scaffolds and Generation of a Lead Candidate with Stereospecific Antiproliferative Activity
Sign Up to like & getrecommendations! Published in 2019 at "ChemBioChem"
DOI: 10.1002/cbic.201800815
Abstract: The fungal secondary metabolites (+)‐WIN 64821 and (−)‐ditryptophenaline are biosynthesized through condensation of l‐tryptophan and l‐phenylalanine, followed by reductive dimerization with generation of stereochemical variations. Inspired by the stereodivergent biogenetic process, we designed and synthesized… read more here.
Keywords: generation lead; stereodivergent synthesis; generation; synthesis bispyrrolidinoindoline ... See more keywords
Nickel‐Catalyzed Stereodivergent Synthesis of E‐ and Z‐Alkenes by Hydrogenation of Alkynes
Sign Up to like & getrecommendations! Published in 2019 at "Chemsuschem"
DOI: 10.1002/cssc.201900784
Abstract: Abstract A convenient protocol for stereodivergent hydrogenation of alkynes to E‐ and Z‐alkenes by using nickel catalysts was developed. Simple Ni(NO3)2⋅6 H2O as a catalyst precursor formed active nanoparticles, which were effective for the semihydrogenation of… read more here.
Keywords: hydrogenation; catalyzed stereodivergent; stereodivergent synthesis; synthesis alkenes ... See more keywords
Stereodivergent Synthesis of Enantioenriched α-Deuterated α-Amino Acids via Cascade Cu(I)-Catalyzed H-D Exchange and Dual Cu- and Ir-Catalyzed Allylation.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02102
Abstract: A one-pot Cu-mediated H-D exchange with inexpensive heavy water as the deuterium source, followed by Cu- and Ir-catalyzed stereodivergent allylic alkylation, has been developed, providing efficient access to enantioenriched α-deuterium-labeled α-amino acids from readily available… read more here.
Keywords: amino acids; deuterated amino; enantioenriched deuterated; exchange ... See more keywords
Stereodivergent Synthesis of (Z)-/(E)-β-Sulfonylacrylamides via Tandem Difunctionalization of Alkynes with Sulfinates and Isocyanides.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03092
Abstract: Stereoselective difunctionalizations of the terminal and internal alkynes with various sulfinates and isocyanides have been achieved to prepare (Z)-/(E)-β-sulfonylacrylamides. The (Z)-β-sulfonylacrylamides were generated via a one-pot process that involves the reaction of terminal alkynes with… read more here.
Keywords: alkynes sulfinates; synthesis sulfonylacrylamides; sulfonylacrylamides via; sulfinates isocyanides ... See more keywords
Highly Stereodivergent Synthesis of Chiral C4-Ester-Quaternary Pyrrolidines: A Strategy for the Total Synthesis of Spirotryprostatin A.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00904
Abstract: In this work, we disclose two sets of highly diastereo- and enantioselective [3 + 2] cycloadditions of iminoesters with various α-substituted acrylates, especially for sterically hindered and weakly activated α-aryl or alkyl-substituted acrylates and alkenal,… read more here.
Keywords: ester quaternary; synthesis; synthesis chiral; chiral ester ... See more keywords
Efficient and stereodivergent synthesis of unsaturated acyclic fragments bearing contiguous stereogenic elements
Sign Up to like & getrecommendations! Published in 2018 at "Nature chemistry"
DOI: 10.1038/s41557-018-0123-7
Abstract: Synthetic organic strategies that enable the catalytic and rapid assembly of a large array of organic compounds that possess multiple stereocentres in acyclic systems are somewhat rare, especially when it comes to reaching today’s high… read more here.
Keywords: stereogenic elements; synthesis unsaturated; efficient stereodivergent; stereodivergent synthesis ... See more keywords
Branched aldehydes as linchpins for the enantioselective and stereodivergent synthesis of 1,3-aminoalcohols featuring a quaternary stereocentre
Sign Up to like & getrecommendations! Published in 2018 at "Nature Catalysis"
DOI: 10.1038/s41929-018-0093-6
Abstract: The atom-economic conversion of chemical feedstocks into biologically relevant complex molecules in a stereocontrolled fashion remains a continuous challenge to synthetic chemists. In this context, the use of simple ambiphilic starting materials as linchpins allows… read more here.
Keywords: aldehydes linchpins; stereodivergent synthesis; branched aldehydes; linchpins enantioselective ... See more keywords
Ligand-dependent, palladium-catalyzed stereodivergent synthesis of chiral tetrahydroquinolines
Sign Up to like & getrecommendations! Published in 2022 at "Chemical Science"
DOI: 10.1039/d2sc02771b
Abstract: The most fundamental tasks in asymmetric synthesis are the development of fully stereodivergent strategies to access the full complement of stereoisomers of products bearing multiple stereocenters. Although great progress has been made in the past… read more here.
Keywords: catalyzed stereodivergent; dependent palladium; palladium catalyzed; synthesis ... See more keywords