Enantio- and diastereoselective synthesis of tetrahydrofurochromenes by sequential asymmetric homoaldol reaction and a Mukaiyama-type tetrahydrofuran cyclization

Synthesis

Volumn , Issue 18, 2006, Pages 3111-3121

  Brüns, Astrid ^a   Wibbeling, Birgit ^a   Fröhlich, Roland ^a   Hoppe, Dieter ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Heterocycles; Homoaldol reaction; Lithiation; Salicylaldehydes; Stereoselective synthesis

Indexed keywords

HETEROCYCLES; HOMOALDOL REACTION; LITHIATION; SALICYLALDEHYDES; STEREOSELECTIVE SYNTHESIS;

ALCOHOLS; DERIVATIVES; REACTION KINETICS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

ALDEHYDES;

2 (2 BROMOPHENYL) 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 (2 BROMOPHENYL) 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 2 BENZYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 BENZYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 2 CYCLOHEXYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 CYCLOHEXYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 2 ISOPROPYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 ISOPROPYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 2 ISOPROPYL 3 METHYL 6 PHENYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 ISOPROPYL 3 METHYL 6 PHENYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 2 ISOPROPYL 3,6 DIMETHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 ISOPROPYL 3,6 DIMETHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 2 ISOPROPYL 3,8 DIMETHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 ISOPROPYL 3,8 DIMETHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 2 ISOPROPYL 7 METHOXY 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 TERT BUTYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 2 TERT BUTYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 3 METHYL 2 (2 NAPHTHYL) 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 3 METHYL 2 PHENYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 3 METHYL 2 PHENYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 ONE; 8 BROMO 2 ISOPROPYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 8 BROMO 2 ISOPROPYL 6 METHOXY 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; 8 CHLORO 2 ISOPROPYL 3 METHYL 2,3,3A,9B TETRAHYDRO 4H FURO[3,2 C]CHROMEN 4 OL; CARBAMIC ACID DERIVATIVE; CHROMENE DERIVATIVE; FUROCHROMENE DERIVATIVE; SALICYLALDEHYDE; TETRAHYDROFURAN; TETRAHYDROFUROCHROMENE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; CYCLIZATION; DIASTEREOISOMER; ENANTIOMER; MUKAIYAMA REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 33749530899     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-950194     Document Type: Article

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