Tetrahydropyran synthesis by intramolecular conjugate addition to enones: Synthesis of the clavosolide tetrahydropyran ring

Synthesis

Volumn , Issue 17, 2010, Pages 2935-2942

  Bates, Roderick W ^a   Song, Ping ^a  

^a Nanyang Technological University   (Singapore)

Author keywords

cyclisation; Michael addition; tandem reaction

Indexed keywords

CIS-ISOMERS; CROSS METATHESIS; CYCLISATIONS; INTRAMOLECULAR CONJUGATE ADDITION; MICHAEL ADDITIONS; OXA-MICHAEL ADDITION; SUBSTRATE STRUCTURE; TANDEM REACTION; TETRAHYDROPYRAN; UNSATURATED ESTERS;

ADDITION REACTIONS; CYCLIZATION; ESTERIFICATION; ESTERS; ISOMERS; KETONES;

SYNTHESIS (CHEMICAL);

1 (BENZYLOXY)OCT 7 ENE 3,5 DIOL; 1 (TERT BUTYLDIMETHYLSILYLOXY)BUT 3 EN 2 ONE; 1 [6 [2 (BENZYLOXY)ETHYL] 4 HYDROXY 3 METHYLTETRAHYDRO 2H PYRAN 2 YL] 3 HYDROXYPROPAN 2 ONE; 1 [6 [2 (BENZYLOXY)ETHYL] 4 HYDROXY 3 METHYLTETRAHYDRO 2H PYRAN 2 YL]PROPAN 2 ONE; 10 (BENZYLOXY) 8 (TERT BUTYLDIMETHYLSILYLOXY) 6 HYDROXY 5 METHYLDEC 3 EN 2 ONE; 10 BENZYLOXY 6 HYDROXY 5 METHYL 1,8 BIS(TERT BUTYLDIMETHYLSILYLOXY)DEC 3 EN 2 ONE; 5 (BENZYLOXY) 3 (TERT BUTYLDIMETHYLSILYLOXY)PENTANAL; 5 (BENZYLOXY) 3 HYDROXY N METHOXY N METHYLPENTAMIDE; 5 (BENZYLOXY) 3 HYDROXYPENTANOIC ACID; 8 (BENZYLOXY) 6 (TERT BUTYLDIMETHYLSILYLOXY) 3 METHYLOCT 1 EN 4 OL; 8 (BENZYLOXY) 6 HYDROXYOCT 1 EN 4 ONE; CLAVOSOLIDE A; ESTER DERIVATIVE; KETONE; METHYL 5 (BENZYLOXY) 3 (TERT BUTYLDIMETHYLSILYLOXY)PENTANOIC ACID; METHYL 5 (BENZYLOXY) 3 HYDROXYPENTANOIC ACID; METHYL 9 (BENZYLOXY) 5,7 DIHYDROXY 4 METHYLNON 2 ENOIC ACID; METHYL 9 (BENZYLOXY) 5,7 DIHYDROXYNON 2 ENOIC ACID; METHYL 9 (BENZYLOXY) 7 (TERT BUTYLDIMETHYLSILYLOXY) 5 HYDROXY 4 METHYLNON 2 ENOIC ACID; METHYL [6 (2 BENZYLOXYETHYL) 4 HYDROXY 3 METHYLTETRAHYDROPYRAN 2 YL]ACETIC ACID; METHYL [6 (2 BENZYLOXYETHYL) 4 HYDROXYTETRAHYDROPYRAN 2 YL]ACETIC ACID; NATURAL PRODUCT; TETRAHYDROFURAN; TETRAHYDROPYRAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INFRARED SPECTROSCOPY; MICHAEL ADDITION; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOISOMERISM;

EID: 77956014298     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1257890     Document Type: Article

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