Synthetic studies on siphonariid polypropionates: Synthesis and isomerization of the caloundrin b trioxaadamantane ring system

Organic Letters

Volumn 11, Issue 6, 2009, Pages 1373-1376

  Beye, Garrison E ^a   Goodman, Jonathan M ^b   Ward, Dale E ^a  

^a UNIVERSITY OF SASKATCHEWAN   (Canada)

^b UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

(1R,3R,5R,7R,8S,9R,10S) 3,5 DIETHYL 8,9,10 TRIMETHYL 2,4,6 TRIOXATRICYCLO(3.3.1.13,7)DECAN 1 OL; (1R,3R,5R,7R,8S,9R,10S)-3,5-DIETHYL-8,9,10-TRIMETHYL-2,4,6-TRIOXATRICYCLO(3.3.1.13,7)DECAN-1-OL; ADAMANTANE; BACONIPYRONE C; CALOUNDRIN B; DRUG DERIVATIVE; KETONE; PYRONE DERIVATIVE; SIPHONARIN B; SPIRO COMPOUND;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COMBINATORIAL CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

ADAMANTANE; COMBINATORIAL CHEMISTRY TECHNIQUES; KETONES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PYRONES; SPIRO COMPOUNDS; STEREOISOMERISM;

EID: 64049098551     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol900192q     Document Type: Article

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33. The computed energies are for ground states; reaction barriers will be higher in energy. Predicitions of relative reaction facilities are based on Hammond's postulate (i.e., more stable intermediates are formed faster).