Enantioselective construction of tetrasubstituted stereogenic carbons through brønsted base catalyzed michael reactions: α′-hydroxy enones as key enoate equivalent

Journal of the American Chemical Society

Volumn 136, Issue 51, 2014, Pages 17869-17881

  Badiola, Eider ^a   Fiser, Béla ^a   Gómez Bengoa, Enrique ^a   Mielgo, Antonia ^a   Olaizola, Iurre ^a   Urruzuno, Iñaki ^a   García, Jesús M ^b   Odriozola, José M ^b   Razkin, Jesús ^b   Oiarbide, Mikel ^a   Palomo, Claudio ^a  

^a UNIVERSITY OF THE BASQUE COUNTRY UPV EHU   (Spain)

^b PUBLIC UNIVERSITY OF NAVARRE   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; BROMINE; CARBON; CATALYSIS; CHEMICAL COMPOUNDS; ENANTIOSELECTIVITY; KETONES; STEREOCHEMISTRY; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL);

CARBON STEREOCENTERS; CHEMICAL MANIPULATION; COMPUTATIONAL INVESTIGATION; DIASTEREO- AND ENANTIOSELECTIVITY; ENANTIOSELECTIVE CONSTRUCTION; QUATERNARY STEREOCENTERS; REACTION STEREOCHEMISTRY; SUBSTRATE ACTIVATION;

ADDITION REACTIONS;

ALDEHYDE; ALPHA' HYDROXY ENONE DERIVATIVE; BRONSTED BASE; CARBON; CARBONYL DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; ELECTROPHILE; KETOL; KETONE DERIVATIVE; NUCLEOPHILE; OXAZOLONE; OXINDOLE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; ASYMMETRIC CATALYSIS; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CHIRALITY; CONJUGATE; CONTROLLED STUDY; CURTIUS REARRANGEMENT; CYCLOADDITION; DESILYLATION; DIASTEREOISOMER; ELECTROPHILICITY; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN BOND; MICHAEL ADDITION; OPTICAL ROTATION; PROTON TRANSPORT; REACTION TIME; RING OPENING; ROOM TEMPERATURE; STEREOCHEMISTRY;

EID: 84919884534     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja510603w     Document Type: Article

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