Diastereoselective synthesis of 1,4-amino alcohols via 1,4- stereochemical control using sulfoximines

Tetrahedron Letters

Volumn 40, Issue 33, 1999, Pages 6131-6134

  Pyne, Stephen G ^a   Dong, Zemin ^a  

^a UNIVERSITY OF WOLLONGONG   (Australia)

Author keywords

Asymmetric induction; Catalysis; Diastereoselection; Palladium; Reduction; Sulfoximines

Indexed keywords

ALCOHOL DERIVATIVE; AMINOALCOHOL; PALLADIUM; SULFINAMIDE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; COLUMN CHROMATOGRAPHY; DIASTEREOISOMER; METHYLATION; REDUCTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033551836     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01223-X     Document Type: Article

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12. Details will be published in a full paper.
13. If 9a gives 95% 13a and 5% 13b in the reaction of 9 as a 67:33 mixture of diastereoisomers then 80% of 9b must give 13a.
14. The sulfinamide group is also chiral and thus 13a,b could each have 2 diastereomeric forms. In this discussion the chirality of the sulfinamide group has been ignored. Experiments are in progress to investigate this influence of this stereocentre on the product diastereoselectivity
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