Role of pseudoephedrine as chiral auxiliary in the "acetate-Type" aldol reaction with chiral aldehydes; Asymmetric synthesis of highly functionalized chiral building blocks

Journal of Organic Chemistry

Volumn 76, Issue 2, 2011, Pages 460-470

  Ocejo, Marta ^a   Carrillo, Luisa ^a   Vicario, Jose L ^a   Badía, Dolores ^a   Reyes, Efraim ^a  

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

Author keywords

[No Author keywords available]

Indexed keywords

ALDOL REACTIONS; ASYMMETRIC SYNTHESIS; CHIRAL ALDEHYDE; CHIRAL AUXILIARIES; CHIRAL BUILDING BLOCKS; DIASTEREOSELECTIVITIES; ENOLATES; FUNCTIONALIZED; HETEROATOMS; INDOLIZIDINES; PSEUDOEPHEDRINE; PYRROLIDINES; STARTING MATERIALS; STEREODIFFERENTIATION;

CONDENSATION REACTIONS; KETONES; SYNTHESIS (CHEMICAL);

ALDEHYDES;

1 HYDROXYPYRROLIDIN 3 ONE; 1 METHANESULFONYLOXYPYRROLIDINE; 2 (2',2' DIMETHYL[1,3]DIOXOLAN 4' YL) 3 HYDROXYPROPANOIC ACID METHYL ESTER; 3 (2',2' DIMETHYL[1,3]DIOXOLAN 4' YL) 3 HYDROXY N (1'' HYDROXY 1'' PHENYLPROPAN 2'' YL) N METHYL PROPANAMIDE; 3 (N TERT BUTOXYCARBONYLPYRROLIDIN 2' YL) 3 HYDROXY 2 METHYLPROPANOID ACID METHYL ESTER; 4 (2',2' DIMETHYL[1,3]DIOXOLAN 4' YL) 1 HYDROXY 4 METHYLPENTAN 3 ONE; 4 (2',2' DIMETHYL[1,3]DIOXOLAN 4' YL) 1 HYDROXY 4,4 DIMETHYLPENTAN 3 ONE; 4 (2',2' DIMETHYL[1,3]DIOXOLAN 4' YL) 1 HYDROXYPENTAN 3 ONE; 4 (2',2' DIMETHYL[1,3]DIOXOLAN 4' YL) 1 PHENYL 3 HYDROXYPROPAN 3 ONE; 4 (2',2' DIMETHYL[1,3]DIOXOLAN 4' YL) 4 HYDROXYBUTAN 2 ONE; 4 (TERT BUTOXYCARBONYLMETHYLAMINO) 3 HYDROXY 5 PHENYLPENTANOIC ACID METHYL ESTER; 4 ACETOXY 5 ACETOXYMETHYL 4,5 DIHYDROFURAN 2(3H) ONE; 4 TERT BUTOXYCARBONYLMETHYLAMINO 3 HYDROXY N METHYL N (2' HYDROXY 1' METHYLETHYL 2' PHENYL) 5 PHENYLPENTANAMIDE N (2' HYDROXY 1' METHYLETHYL 2' PHENYL) 5 PHENYLPENTANAMIDE; 5 BENZYL 4 HYDROXY 1 METHYLPYRROLIDIN 2 ONE; ACETIC ACID; ALDEHYDE; INDOLIZIDINE DERIVATIVE; KETONE; N TERT BUTOXYCARBONYL 2 (1',3' DIHYDROXYPROPYL)PYRROLIDINE; N TERT BUTOXYCARBONYL 2 [1' HYDROXY 2' [N (2'' HYDROXY 1'' METHYLETHYL 2'' PHENYL) N METHYLCARBAMOYL]ETHYL]PYRROLIDINE; N TERT BUTOXYCARBONYL 2 [1',3' BIS(DIMETHANESULFONYLOXY)PROPYL]PYRROLIDINE; PSEUDOEPHEDRINE; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; CHIRALITY; DIASTEREOISOMER; ESTERIFICATION; HYDROLYSIS; STEREOCHEMISTRY;

ACETATES; ALDEHYDES; INDICATORS AND REAGENTS; KETONES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PSEUDOEPHEDRINE; PYRROLIDINES; STEREOISOMERISM;

EID: 78651477218     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101878j     Document Type: Article

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