Stereoselective Synthesis Axially Chiral Arylnitriles through Base-Induced Chirality-Relay ß-Carbon Elimination of α-Hydroxyl Ketoxime Esters.
Org Lett
; 25(20): 3602-3606, 2023 May 26.
Article
em En
| MEDLINE
| ID: mdl-37191641
ABSTRACT
We report herein a point-to-axial chirality transfer reaction of α-hydroxyl oxime esters for the synthesis of axially chiral arylnitriles. The reaction proceeds smoothly through a base-promoted retro-benzoin condensation reaction of α-hydroxyl oxime esters, where the axial chirality is created via the C-C bond cleavage based on a proper distorted conformation of the biaryl structure induced by its stereogenic carbon center.
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MEDLINE
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En
Ano de publicação:
2023
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Article