On Pd-catalyzed cycloisomerization versus cycloreduction. A general strategy for drimane synthesis and a short total synthesis of siccanin

Journal of the American Chemical Society

Volumn 118, Issue 21, 1996, Pages 5146-5147

  Trost, Barry M ^a   Fleitz, Fred J ^a   Watkins, William J ^a  

^a STANFORD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; CATALYSTS; ISOMERIZATION; ORGANOMETALLICS; PALLADIUM COMPOUNDS; REDUCTION; SYNTHESIS (CHEMICAL);

CYCLOISOMERIZATION; CYCLOREDUCTION; SICCANIN; STERIC CONSTRAINTS; TOTAL SYNTHESIS;

ORGANIC COMPOUNDS;

DRIMANE DERIVATIVE; SICCANIN; TERPENOID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CIS ISOMER; CYCLIZATION; DRUG SYNTHESIS; ISOMERISM; NUCLEAR OVERHAUSER EFFECT; REDUCTION;

EID: 15844377234     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9543098     Document Type: Article

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44. 1H NMR data have been recorded for siccanin methyl ether; see ref 7e. Our data do not agree. Our spectral data are in full accord with the assignment. Moreover, the successful completion of our synthesis and a direct comparison of our synthetic siccanin with an authentic sample confirm the correctness of our assignment.
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