Dynamic Kinetic Resolution of Atropisomeric Amides
Organic LettersPublished 13 May 2004
Vincent Chan, Jeung Gon Kim, Ciril Jimeno, Patrick J. Carroll, Patrick J. Walsh
Citations83
SJR quartileQ1
SJR score1.24
SNIP1.03
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Abstract
[reaction: see text] Using L-proline as catalyst in the asymmetric aldol reaction and a series of benzamides and naphthamides, we have accomplished a dynamic kinetic resolution that simultaneously establishes the stereochemistry of the atropisomeric amide's chiral axis and a stereogenic center. The enantioselectivities ranged from 82% to 95% and the diastereoselectivities from 2.1:1 to 7.0:1.
Keywords
Chemistry
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