Stereocontrolled disruption of the Ugi reaction toward the production of chiral piperazinones: Substrate scope and process development

Journal of Organic Chemistry

Volumn 79, Issue 21, 2014, Pages 9948-9957

  Zaretsky, Serge ^a   Adachi, Shinya ^a   Rotstein, Benjamin H ^a   Hickey, Jennifer L ^b   Scully, Conor C G ^a   St Denis, Jeffrey D ^a   Courtemanche, Rebecca ^a   Yu, Joy C Y ^a   Chung, Benjamin K W ^a   Yudin, Andrei K ^a  

^a UNIVERSITY OF TORONTO   (Canada)

^b Encycle Therapeutics Inc   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; AMINO ACIDS; CYANIDES; STEREOSELECTIVITY;

ALPHA-AMINO ACIDS; DIASTEREO-SELECTIVITY; DIFFERENT SUBSTRATES; MULTI-COMPONENT REACTIONS; MULTICOMPONENTS; PREDICTIVE VALUES; PROCESS DEVELOPMENT; THREE COMPONENT REACTIONS;

SUBSTRATES;

ALDEHYDE DERIVATIVE; AZIRIDINE DERIVATIVE; DIMER; PHENYLALANINE; PIPERAZINE DERIVATIVE; PROLINE; ALDEHYDE; AMINO ACID; AZIRIDINE; CYANIDE; PIPERAZINEDIONE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHIRALITY; CONTROLLED STUDY; CYCLIZATION; DIASTEREOISOMER; DIASTEREOSELECTIVITY; NUCLEAR OVERHAUSER EFFECT; PREDICTIVE VALUE; PROCESS DEVELOPMENT; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; UGI REACTION; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM;

ALDEHYDES; AMINO ACIDS; AZIRIDINES; CYANIDES; DIKETOPIPERAZINES; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 84909990973     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo5018316     Document Type: Article

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