Diastereo- and enantioselective synthesis of nitroso Diels-Alder-type bicycloketones using dienamine: Mechanistic insight into sequential nitroso aldol/Michael reaction and application for optically pure 1-amino-3,4-diol synthesis

Journal of the American Chemical Society

Volumn 129, Issue 5, 2007, Pages 1190-1195

  Momiyama, Norie ^a   Yamamoto, Yuhei ^a   Yamamoto, Hisashi ^a  

^a UNIVERSITY OF CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOLS; AMINES; CATALYSTS; HYDROGEN BONDS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

BICYCLOKETONES; DIASTEREOSELECTIVITY; DIENAMINES; DIENE PRECURSORS;

KETONES;

AMINE; BICYCLO COMPOUND; ENAMINE; HYDROXYL GROUP; KETONE DERIVATIVE; MORPHOLINE DERIVATIVE; NAPHTHYL GROUP; NITROSO DERIVATIVE; TETRAZOLE DERIVATIVE;

ALDOL REACTION; ARTICLE; ASYMMETRIC SYNTHESIS; CATALYST; CHIRALITY; CYCLIZATION; DIASTEREOISOMER; DIELS ALDER REACTION; ENANTIOSELECTIVITY; HYDROGEN BOND; MICHAEL ADDITION; OPTICAL ROTATION; QUANTUM YIELD; REACTION ANALYSIS; STEREOCHEMISTRY;

ACIDS; ALKADIENES; AMINES; AMINO ALCOHOLS; AZA COMPOUNDS; BICYCLO COMPOUNDS; CATALYSIS; CYCLIZATION; HYDROGEN BONDING; KETONES; MODELS, CHEMICAL; NAPHTHOLS; NITROSO COMPOUNDS; SOLVENTS; STEREOISOMERISM;

EID: 33846781519     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja066037m     Document Type: Article

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