A simple synthesis of the pentacyclic lamellarin skeleton from 3-nitro-2-(trifluoromethyl)-2H-chromenes and 1-methyl(benzyl)-3,4- dihydroisoquinolines

Tetrahedron

Volumn 67, Issue 45, 2011, Pages 8685-8698

  Korotaev, Vladislav Yu ^a   Sosnovskikh, Vyacheslav Ya ^a   Barkov, Alexey Yu ^a   Slepukhin, Pavel A ^b   Ezhikova, Marina A ^b   Kodess, Mikhail I ^b   Shklyaev, Yurii V ^c  

^a URAL FEDERAL UNIVERSITY   (Russian Federation)

^b INSTITUTE OF ORGANIC SYNTHESIS   (Russian Federation)

^c INSTITUTE OF TECHNICAL CHEMISTRY   (Russian Federation)

Author keywords

3,4 Dihydroisoquinolines; 3 Nitro 2 (trifluoromethyl) 2H chromenes; Grob reaction; Lamellarin skeleton

Indexed keywords

1 [6 BROMO 3 NITRO 2 (TRICHLOROMETHYL)CHROMAN 4 YL]METHYL 3,3,6,7 TETRAMETHYL 3,4 DIHYDROISOQUINOLINE; 1 [6 BROMO 3 NITRO 2 (TRICHLOROMETHYL)CHROMAN 4 YL]METHYL 6,7 DIMETHOXY 3,3 DIMETHYL 3,4 DIHYDROISOQUINOLINE; 1 METHYL(BENZYL) 3,4 DIHYDROISOQUINOLINE; 11,12 DIMETHOXY 8 METHYL 6 (TRIFLUOROMETHYL) 8,9 DIHYDRO 6H CHROMENO[4',3':4,5]PYRROLO[2,1 A]ISOQUINOLINE; 2 BROMO 11,12 DIBUTOXY 8,8 DIMETHYL 14 PHENYL 6 TRIFLUOROMETHYL) 8,9 DIHYDRO 6H CHROMENO[4',3':4,5]PYRROLO[2,1 A]ISOQUINOLINE; 2 BROMO 11,12 DIMETHOXY-8-METHYL-6-(TRIFLUOROMETHYL) 8,9 DIHYDRO 6H CHROMENO[4',3':4,5]PYRROLO[2,1 A]ISOQUINOLINE; 2 BROMO 14 (3,4 DIMETHOXYPHENYL) 11,12 DIMETHOXY 8 METHYL 6 (TRIFLUOROMETHYL) 8,9 DIHYDRO 6H CHROMENO[4',3':4,5]PYRROLO[2,1 A]ISOQUINOLINE; 2 BROMO 8,8,11,12 TETRAMETHYL 14 PHENYL 6 (TRIFLUOROMETHYL) 8,9 DIHYDRO 6H CHROMENO[4',3':4,5]PYRROLO[2,1 A]ISOQUINOLINE; 2,11,12 TRIMETHOXY 8 METHYL 6 (TRIFLUOROMETHYL) 8,9 DIHYDRO 6H CHROMENO[4',3':4,5]PYRROLO[2,1 A]ISOQUINOLINE; 3 NITRO 2 (TRIFLUOROMETHYL) 2H CHROMENE; 3,3 DIMETHYL 1 (3 NITRO 2 PHENYLCHROMAN 4 YL)METHYL 3,4 DIHYDROISOQUINOLINE; 3,3 DIMETHYL 1 [3 NITRO 2 (TRICHLOROMETHYL)CHROMAN 4 YL]METHYL 3,4 DIHYDROISOQUINOLINE; 3,3,6,7 TETRAMETHYL 1 [3 NITRO 2 (TRICHLOROMETHYL)CHROMAN 4 YL]METHYL 3,4 DIHYDROISOQUINOLINE; 6,7 DIMETHOXY 1 [6 METHOXY 3 NITRO 2 (TRICHLOROMETHYL)CHROMAN 4 YL]METHYL 3,3 DIMETHYL 3,4 DIHYDROISOQUINOLINE; 6,7 DIMETHOXY 3,3 DIMETHYL 1 (3 NITRO 2 PHENYLCHROMAN 4 YL)METHYL 3,4 DIHYDROISOQUINOLINE; 6,7 DIMETHOXY 3,3 DIMETHYL 1 [3 NITRO 2 (TRICHLOROMETHYL)CHROMAN 4 YL]METHYL 3,4 DIHYDROISOQUINOLINE; 8,8 DIMETHYL 14 PHENYL 6 (TRIFLUOROMETHYL) 8,9 DIHYDRO 6H CHROMENO[4',3':4,5]PYROLLO[2,1 A]ISOQUINOLINE; 8,8,11,12 TETRAMETHYL 14 PHENYL 6 (TRIFLUOROMETHYL) 8,9 DIHYDRO 6H CHROMENO[4',3':4,5]PYRROLO[2,1 A]ISOQUINOLINE; ALKALOID DERIVATIVE; CHROMENE DERIVATIVE; ISOBUTANOL; ISOQUINOLINE DERIVATIVE; PENTACYCLIC LAMELLARIN; TOLUENE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; DIASTEREOISOMER; FLUORINE NUCLEAR MAGNETIC RESONANCE; MICHAEL ADDITION; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; ROOM TEMPERATURE; SYNTHESIS;

EID: 80053610225     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.09.049     Document Type: Article

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