Efficient 1,3-asymmetric inductions during nucleophilic additions to imine and iminium ion derivatives

Synlett

Volumn , Issue 7, 1999, Pages 1094-1096

  Agami, Claude ^a   Comesse, Sebastien ^a   Kadouri Pucho, Catherine ^a   Lusinchi, Marie ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

Asymmetric synthesis; Organolithium reagent; Amino alcohols

Indexed keywords

AMINO ACID DERIVATIVE; AMINOALCOHOL; BICYCLO COMPOUND; GLYOXAL; IMINE; LACTONE; ORGANOLITHIUM COMPOUND; OXAZOLIDINE DERIVATIVE; PIPECOLIC ACID DERIVATIVE; SILANE DERIVATIVE;

ARTICLE; CYCLIZATION; DRUG SYNTHESIS; OXIDATION; STEREOSPECIFICITY;

EID: 0032807082     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2756     Document Type: Article

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17. 3. The ratio reported above may not be the same when this reagent was used in THF, but this does not matter since the addition most probably takes place on the imine.
18. 3. After evaporation under reduced pressure, the residue was chromatographed on silica gel (petroleum ether/ethyl acetate:80/20) to afford the β-amino alcohols.
19. 12
20. In both cases, the minor diastereomer was eliminated during the chromatography step.
21. 3).
22. 3).
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