Diastereoselective Synthesis of syn-β-Lactams Using Rh-Catalyzed Reductive Mannich-Type Reaction of α,β-Unsaturated Esters

Journal of Organic Chemistry

Volumn 80, Issue 16, 2015, Pages 8398-8405

  Isoda, Motoyuki ^a   Sato, Kazuyuki ^a   Funakoshi, Masato ^a   Omura, Keiko ^a   Tarui, Atsushi ^a   Omote, Masaaki ^a   Ando, Akira ^a  

^a SETSUNAN UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDES; CATALYSIS; CHEMICAL REACTIONS; ESTERS; RHODIUM; STEREOSELECTIVITY;

DIASTEREO-SELECTIVITY; DIASTEREOSELECTIVE SYNTHESIS; ENOLATES; MANNICH-TYPE REACTIONS; RHODIUM HYDRIDES; UNSATURATED ESTERS;

RHODIUM COMPOUNDS;

1 (P METHOXYPHENYL) 3 METHYL 1 AZASPIRO[3.5]NONAN 2 ONE; 1 (P METHOXYPHENYL) 3 METHYL 4 P TOLYLAZETIDIN 2 ONE; 1 (P METHOXYPHENYL) 3 METHYL 4 PHENYLAZETIDIN 2 ONE; 1 (P METHOXYPHENYL) 3 METHYL 4 STYRYLAZETIDIN 2 ONE; 1 (P METHOXYPHENYL) 3 METHYL 4 [P (TRIFLUOROMETHYL)PHENYL]AZETIDIN 2 ONE; 1 BENZYL 3 METHYL 4 (NAPHTHALEN 2 YL)AZETIDIN 2 ONE; 1 BENZYL 3 METHYL 4 P TOLYLAZETIDIN 2 ONE; 1 BENZYL 3 METHYL 4 PHENYLAZETIDIN 2 ONE; 1 BENZYL 3 METHYL 4 [P (TRIFLUOROMETHYL)PHENYL]AZETIDIN 2 ONE; 1 BENZYL 4 (M CHLOROPHENYL) 3 METHYLAZETIDIN 2 ONE; 1 BENZYL 4 (O CHLOROPHENYL) 3 METHYLAZETIDIN 2 ONE; 1 BENZYL 4 (P CHLOROPHENYL) 3 METHYLAZETIDIN 2 ONE; 1 BENZYL 4 (P METHOXYPHENYL) 3 METHYLAZETIDIN 2 ONE; 1,4 BIS(P METHOXYPHENYL) 3 METHYLAZETIDIN 2 ONE; 4 (M CHLOROPHENYL) 1 (P METHOXYPHENYL) 3 METHYLAZETIDIN 2 ONE; 4 (O CHLOROPHENYL) 1 (P METHOXYPHENYL) 3 METHYLAZETIDIN 2 ONE; 4 (P CHLOROPHENYL) 1 (P METHOXYPHENYL) 3 METHYLAZETIDIN 2 ONE; ALPHA,BETA UNSATURATED ESTERS; BETA LACTAM DERIVATIVE; ESTER DERIVATIVE; METHYL 2 METHYL 3 PHENYL 3 (PHENYLAMINO)PROPANOATE; METHYL 3 (BENZYLAMINO) 2 METHYL 3 PHENYLPROPANOATE; METHYL 3 (P METHOXYPHENYLAMINO) 2 METHYL 3 PHENYL PROPANOATE; METHYL 4 (1 BENZYL 3 METHYL 4 OXOAZETIDIN 2 YL)BENZOATE; METHYL 4 [1 (P METHOXYPHENYL) 3 METHYL 4 OXOAZETIDIN 2 YL)BENZOATE; RHODIUM COMPLEX; RHODIUM HYDRIDE COMPLEX; SYN BETA LACTAM; TERT BUTYL 3 (P METHOXYPHENYLAMINO) 2 METHYL 3 PHENYLPROPANOATE; UNCLASSIFIED DRUG; UNINDEXED DRUG; BETA LACTAM; ESTER; RHODIUM;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CARBONYLATION; CATALYST; COLUMN CHROMATOGRAPHY; CYCLIZATION; CYCLOADDITION; DIASTEREOISOMER; DRUG SYNTHESIS; FLUORINE NUCLEAR MAGNETIC RESONANCE; MANNICH REACTION; MELTING POINT; NUCLEOPHILICITY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION TIME; REDUCTION; REFORMATSKY REACTION; STEREOCHEMISTRY; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

BETA-LACTAMS; CATALYSIS; ESTERS; MOLECULAR STRUCTURE; RHODIUM; STEREOISOMERISM;

EID: 84940181012     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/acs.joc.5b01233     Document Type: Article

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