Stereoselective synthesis of C3-C12 dihydropyran portion of antitumor laulimalide using copper-catalyzed oxonium ylide formation-[2,3] shift

Chemical and Pharmaceutical Bulletin

Volumn 53, Issue 8, 2005, Pages 989-994

  Yakura, Takayuki ^a   Muramatsu, Wataru ^b   Uenishi, Jun'ichi ^b  

^a UNIVERSITY OF TOYAMA   (Japan)

^b KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

3 pyranone; 2,3 shift; Antitumor; Copper catalyst; Laulimalide; Oxonium ylide

Indexed keywords

2 ALLYL 6 [3 (4 METHOXYBENZYLOXY) 2 METHYLPROPYL] 3 DIHYDROPYRANONE; 6 [2 (TERT BUTYLDIMETHYLSILYLOXY)ETHYL] 2 [3 (4 METHOXYBENZYLOXY) 2 METHYLPROPYL] 5 (TRIMETHYLSILYLMETHYL) 5,6 DIHYDRO 2H PYRAN; 6 [2 (TERT BUTYLDIMETHYLSILYLOXY)ETHYL] 2 [3 (4 METHOXYBENZYLOXY) 2 METHYLPROPYL] 5 METHYL 5,6 DIHYDRO 2H PYRAN; 6 [2 (TERT BUTYLDIMETHYLSILYLOXY)ETHYL] 2 [3 (4 METHOXYBENZYLOXY) 2 METHYLPROPYL] 5,6 DIHYDRO 2H PYRAN; ANTINEOPLASTIC AGENT; COPPER; DICHLOROMETHANE; KETONE DERIVATIVE; LAULIMALIDE; OCTANE; OXONIC ACID; PYRAN DERIVATIVE; TETRAHYDROFURAN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; DRUG SYNTHESIS; INFRARED SPECTROSCOPY; ISOMER; MASS SPECTROMETRY; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

ANTINEOPLASTIC AGENTS; AZO COMPOUNDS; CATALYSIS; COPPER; MAGNETIC RESONANCE SPECTROSCOPY; SPECTROMETRY, MASS, FAST ATOM BOMBARDMENT; SPECTROSCOPY, FOURIER TRANSFORM INFRARED; STEREOISOMERISM; TAXOIDS;

EID: 24944552990     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.53.989     Document Type: Article

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