Organocatalytic, enantioselective intramolecular [6 + 2] cycloaddition reaction for the formation of tricyclopentanoids and insight on its mechanism from a computational study

Journal of the American Chemical Society

Volumn 133, Issue 50, 2011, Pages 20175-20185

  Hayashi, Yujiro ^a,c   Gotoh, Hiroaki ^a   Honma, Masakazu ^a   Sankar, Kuppusamy ^a   Kumar, Indresh ^a   Ishikawa, Hayato ^a   Konno, Kohzo ^b   Yui, Hiroharu ^b,c   Tsuzuki, Seiji ^d   Uchimaru, Tadafumi ^d  

^a Chiba University   (Japan)

^b Department of Chemistry   (Japan)

^c TOKYO UNIVERSITY OF SCIENCE   (Japan)

^d NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ABSOLUTE CONFIGURATION; C-C BOND FORMATION; COMPUTATIONAL STUDIES; CONCERTED MECHANISM; CYCLOADDITION REACTION; DOUBLE BONDS; ENAMINES; ENANTIOSELECTIVE; ENERGY PROFILE; FORMYL GROUP; FULVENE; GEOMETRY OPTIMIZATION; GOOD YIELD; INTRAMOLECULAR REACTIONS; MODEL REACTIONS; MOLECULAR ORBITAL CALCULATIONS; ORGANOCATALYSTS; ORGANOCATALYTIC; REACTION MECHANISM; SILYL ETHERS; SINGLE-POINT ENERGY; TRANSITION STATE; VIBRATIONAL CIRCULAR DICHROISM; ZWITTERIONIC INTERMEDIATE;

DICHROISM; ENANTIOSELECTIVITY; ETHERS; ISOMERS; MOLECULAR ORBITALS; ORGANIC COMPOUNDS; REACTION PRODUCTS;

CYCLOADDITION;

ALKYNE; CARBON; ENAMINE; TRICYCLOPENTANOID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL STRUCTURE; CIRCULAR DICHROISM; CYCLOADDITION; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MATHEMATICAL MODEL;

EID: 83755162555     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja108516b     Document Type: Article

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