Experimental and theoretical studies on the hydrogen-bond-promoted enantioselective hetero-Diels-Alder reaction of Danishefsky's diene with benzaldehyde

Journal of Organic Chemistry

Volumn 71, Issue 7, 2006, Pages 2862-2869

  Zhang, Xue ^a   Du, Haifeng ^a   Wang, Zheng ^a   Wu, Yun Dong ^b   Ding, Kuiling ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

^b HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

:PM3) METHODS; DANISHEFSKY'S DIENE; HETERO-DIELS-ALDER (HDA); ONIOM (B3LYP/6-31G; TADDOL MOLECULES;

ACETIC ACID; CATALYSIS; HYDROGEN BONDS; METHANOL; OLEFINS; REACTION KINETICS;

ALDEHYDES;

1,3 BUTADIENE DERIVATIVE; 1,3 DIMETHOXY 1,3 BUTADIENE; 1,3 DIOXOLANE 4,5 DIMETHANOL DERIVATIVE; 2 PHENYL 2,3 DIHYDRO 4H PYRAN 4 ONE; BENZALDEHYDE; CARBONYL DERIVATIVE; HYDROGEN; METHANOL DERIVATIVE; PYRAN DERIVATIVE; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; DENSITY FUNCTIONAL THEORY; DIELS ALDER REACTION; ENANTIOMER; ENANTIOSELECTIVITY; HETERO DIELS ALDER REACTION; HYDROGEN BOND; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION OPTIMIZATION; STEREOCHEMISTRY; STRUCTURE ANALYSIS; TRANS ISOMER;

ALKENES; BENZALDEHYDES; CATALYSIS; CYCLIZATION; DIOXOLANES; HYDROGEN BONDING; KETONES; METHANOL; MODELS, CHEMICAL; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 33645537390     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060129c     Document Type: Article

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