Stereocontrolled reductive amination of 3-hydroxy ketones

Tetrahedron Letters

Volumn 38, Issue 34, 1997, Pages 5981-5984

  Haddad, Mansour ^a   Dorbais, Jérôme ^a   Larchevêque, Marc ^a  

^a PSL RESEARCH UNIVERSITY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANEDIOL DERIVATIVE; AMINOALCOHOL; KETOL;

AMINATION; ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; METHODOLOGY; REACTION ANALYSIS; REDUCTION; STEREOCHEMISTRY;

EID: 0030875182     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01349-X     Document Type: Article

References (16)

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14. The hydroxyketone 6 was totally reduced in one day at 0°C (yield: 80 %; syn/anti ratio 88/12) whereas the hydroxyketone 5 necessitated three days at 15°C to be completely transformed into the correponding aminoalcohol (yield: 65 %; syn/anti ratio 78/22).
15. Modeling indicates a small dihedral angle for the vicinal axial Ha-equatorial He of the trans carbamate resulting from planarization of the six-membered carbamate.
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