Quaternary Stereogenic Carbon Atoms in Complex Molecules by an Asymmetric, Organocatalytic, Triple‐Cascade Reaction | Zendy

Pe Oriol | Zendy; Carlone Armando | Zendy; Mazzanti Andrea | Zendy; Locatelli Manuela | Zendy; Sambri Letizia | Zendy; Bartoli Giuseppe | Zendy; Melchiorre Paolo | Zendy

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Quaternary Stereogenic Carbon Atoms in Complex Molecules by an Asymmetric, Organocatalytic, Triple‐Cascade Reaction

Author(s) -

Pe Oriol,

Carlone Armando,

Mazzanti Andrea,

Locatelli Manuela,

Sambri Letizia,

Bartoli Giuseppe,

Melchiorre Paolo

Publication year - 2008

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200800440

Subject(s) - stereocenter , cascade , carbon fibers , cascade reaction , chemistry , cyclohexene , quaternary carbon , stereochemistry , combinatorial chemistry , enantioselective synthesis , computer science , catalysis , organic chemistry , algorithm , chromatography , composite number

Triple (super) attack : The use of 2‐cyanoacrylate derivatives 2 —the main component of one of the most used superglue solutions—in an asymmetric, organocatalytic, triple‐cascade reaction allows the direct synthesis of tri‐ and tetrasubstituted cyclohexene carbaldehydes 4 with three or four stereogenic carbon atoms, one of which is quaternary by all‐carbon substitution, with complete enantioselectivity (>99 % ee ; see scheme).

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