Physical constraints on sesquiterpene diversity arising from cyclization of the eudesm-5-yl carbocation

Journal of the American Chemical Society

Volumn 133, Issue 32, 2011, Pages 12632-12641

  Hess Jr , B Andes ^a   Smentek, Lidia ^a   Noel, Joseph P ^b,c   O'Maille, Paul E ^d,e  

^a VANDERBILT UNIVERSITY   (United States)

^b Jack H Skirball Center for Chemical Biology and Proteomics   (United States)

^c SALK INSTITUTE FOR BIOLOGICAL STUDIES   (United States)

^d JOHN INNES CENTRE   (United Kingdom)

^e INSTITUTE OF FOOD RESEARCH   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BIOGENIC ORIGINS; CARBOCATIONS; CHEMICAL DEFENSE; CONFORMATIONAL SPACE; DECALIN; FARNESYL PYROPHOSPHATES; INTRAMOLECULAR CYCLIZATIONS; INTRINSIC REACTIVITY; NATURAL ABUNDANCE; PHYSICAL CONSTRAINTS; REARRANGEMENT PATHWAYS; RING SUBSTITUENTS; SESQUITERPENES; SHARP CONTRAST; SOLANACEAE; SPIRO COMPOUNDS; SYNTHASES; TRANSITION STATE; TRANSITION STATE GEOMETRY; WAGNER-MEERWEIN REARRANGEMENT;

CATALYSIS; CHEMICAL COMPOUNDS; CONFORMATIONS; DIHEDRAL ANGLE; MUSCULOSKELETAL SYSTEM; OLEFINS; ORGANIC SOLVENTS; QUANTUM THEORY;

CYCLIZATION;

DECALIN; EREMOPHILENE; FARNESYL DIPHOSPHATE; ISOTOPE; SESQUITERPENE DERIVATIVE; SPIROJATAMANE; SPIROVETIVANE; UNCLASSIFIED DRUG;

CARBOCATION; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; CONFORMATIONAL TRANSITION; CYCLIZATION; DENSITY FUNCTIONAL THEORY; EQUILIBRIUM CONSTANT; GEOMETRY; QUANTUM MECHANICS; REVIEW; STRUCTURE ANALYSIS; THERMODYNAMICS; WAGNER MEERWEIN REARRANGEMENT;

CYCLIZATION; MODELS, MOLECULAR; MOLECULAR CONFORMATION; SESQUITERPENES; SESQUITERPENES, EUDESMANE; SOLANACEAE; THERMODYNAMICS;

EID: 80051583624     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja203342p     Document Type: Review

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