Regioselective addition of n-alkyllithiums to α,α′- disubstituted-1,8-naphthyridines: Synthesis of 6-amino-3-pyridinol analogs of α-tocopherol

Synthesis

Volumn , Issue 9, 2005, Pages 1397-1404

  Nam, Tae Gyu ^a   Wijtmans, Maikel ^a,c   Pratt, Derek A ^b,d   Porter, Ned A ^a  

^a VANDERBILT UNIVERSITY   (United States)

^b UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

^c VU UNIVERSITY AMSTERDAM   (Netherlands)

^d QUEEN S UNIVERSITY   (Canada)

Author keywords

tocopherol; 1,8 Naphthyridine; Alkyllithium; Chelation; Solvent effects

Indexed keywords

ADDITION REACTIONS; ALCOHOLS; CHELATION; DERIVATIVES; ORGANIC SOLVENTS; STEREOCHEMISTRY;

ALKYLLITHIUMS; ISOPRENOID; POLAR SOLVENTS; REGEOSELECTIVITY;

LITHIUM COMPOUNDS;

(2,5,7 TRIMETHYL 1,2,3,4 TETRAHYDRO 1,8 NAPHTHYRIDIN 2 YL)METHANOL; (5,7 DIMETHYL 1,8 NAPHTHYRIDIN 2 YL)METHANOL; 1 (5,7 DIMETHYL 1,8 NAPHTHYRIDIN 2 YL)HEPTAN 1 OL; 1,8 NAPHTHYRIDINE DERIVATIVE; 2 (5,7 DIMETHYL 1,8 NAPHTHYRIDIN 2 YL)ETHANOL; 2 [(TERT BUTYLDIMETHYLSILYLOXY)METHYL] 2,5,7 TRIMETHYL 1,2 DIHYDRO 1,8 NAPHTHYRIDINE; 2 [(TERT BUTYLDIMETHYLSILYLOXY)METHYL] 2,5,7 TRIMETHYL 1,2,3,4 TETRAHYDRO 1,8 NAPHTHYRIDINE; 2,2,5,7 TETRAMETHYL 1,2,3,4 TETRAHYDRO 1,8 NAPHTHYRIDINE; 2,4 DIMETHYL 1,8 NAPHTHYRIDINE; 2,4 DIMETHYL 7 VINYL 1,8 NAPHTHYRIDINE; 2,4,7 TRIMETHYL 1,8 NAPHTHYRIDINE; 2,4,7,7,8 PENTAMETHYL 5,6,7,8 TETRAHYDRO 1,8 NAPHTHYRIDIN 3 OL; 2,4,7,8 TETRAMETHYL 5,6,7,8 TETRAHYDRO 1,8 NAPHTHYRIDIN 3 OL; 5,7 DIMETHYL 1,8 NAPHTHYRIDINE 2 CARBALDEHYDE; 6 AMINO 3 PYRIDINOL; 6 BROMO 1,2,2,5,7 PENTAMETHYL 1,2,3,4 TETRAHYDRO 1,8 NAPHTHYRIDINE; 6 BROMO 2,2,5,7 TETRAMETHYL 1,2,3,4 TETRAHYDRO 1,8 NAPHTHYRIDINE; 7 [(TERT BUTYLDIMETHYLSILYLOXY)METHYL] 2,4 DIMETHYL 1,8 NAPHTHYRIDINE; 7 [1 (METHOXYMETHOXY)HEPTYL] 2,4 DIMETHYL 1,8 NAPHTHYRIDINE; 7 [2 (METHOXYMETHOXY)ETHYL] 2,4 DIMETHYL 1,8 NAPHTHYRIDINE; 7 [2 (TERT BUTYLDIMETHYLSILYLOXY)ETHYL] 2,4 DIMETHYL 1,8 NAPHTHYRIDINE; ALPHA TOCOPHEROL DERIVATIVE; LITHIUM DERIVATIVE; PENTAMETHYLCHROMANOL; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CHELATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 20644472033     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-865308     Document Type: Article

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