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Reagent Control in the Aldol Addition Reaction of Chiral Boron Enolates with Chiral .alpha.-Amino Aldehydes. Total Synthesis of (3S,4S)-Statine

โœ Scribed by Gennari, Cesare; Pain, Gilles; Moresca, Daniela


Book ID
127246374
Publisher
American Chemical Society
Year
1995
Tongue
English
Weight
235 KB
Volume
60
Category
Article
ISSN
0022-3263

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Reagent control in the aldol addition re
โœ Cesare Gennari; Daniela Moresca; Anna Vulpetti; Gilles Pain ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 930 KB

Boron enolates bearing menthone-derived chiral ligands are capable of fair to excellent diastereocontrol in their reactions with chiral aldehydes. Thioester-derived (better than ketone derived) enolates are able to control aldol stereochemistry irrespective of the aldehyde preferences. With thioacet