Stereoselective synthesis of polyfunctional tetrasubstituted alkenyl sulfides via a carbocupration of alkynyl sulfides with aryl and benzylic diorganozincs

Synthesis

Volumn , Issue 21, 2011, Pages 3453-3462

  Dunst, Cora ^a   Metzger, Albrecht ^a   Zaburdaeva, Elena A ^a,b   Knochel, Paul ^a  

^a UNIVERSITY OF MUNICH   (Germany)

^b LOBACHEVSKY STATE UNIVERSITY OF NIZHNY NOVGOROD   (Russian Federation)

Author keywords

alkynyl sulfides; carbometalation; copper; olefins; zinc

Indexed keywords

ALKENYL; ALKYNYLS; BENZYLIC; CARBOMETALATION; DIORGANOZINC REAGENTS; ELECTROPHILES; FUNCTIONALIZED; GENERAL METHOD; STEREOSELECTIVE SYNTHESIS;

OLEFINS; STEREOCHEMISTRY;

STEREOSELECTIVITY;

1 BROMO 2 [[(4 METHYLPHENYL)THIO]ETHYNYL]BENZENE; 1 METHOXY 4 (OCT 1 YNYLTHIO)BENZENE; 1 METHYL 4 (OCT 1 YNYLTHIO)BENZENE; 4 [[(4 METHYLPHENYL)THIO]ETHYNYL]BENZONITRILE; 5 (4 CHLOROPHENYL) 6 (METHYLTHIO)HEX 5 ENENITRILE; 5 (4 CHLOROPHENYL) 6 IODO 6 (METHYLTHIO)HEX 5 ENENITRILE; 6 (4 METHYLPHENYL) 6 [(4 METHYLPHENYL)THIO] 5 PHENYLHEX 5 ENENITRILE; 6 (METHYLTHIO)HEX 5 YNENITRILE; 6 [(4 METHYLPHENYL)THIO] 5,7 DIPHENYLHEPT 5 ENENITRILE; 6 [(4 METHYLPHENYL)THIO]HEX 5 YNENITRILE; 6 IODO 6 [(4 METHYLPHENYL)THIO] 5 PHENYLHEX 5 ENENITRILE; [(METHYLTHIO)ETHYNYL]BENZENE; ALKENYL GROUP; ALKENYLCOPPER; ALKYNYL SULFIDE DERIVATIVE; ARYLDIORGANOZINC; BENZYLIC DIORGANOZINC; BIS(4 CHLOROPHENYL)ZINC; COPPER DERIVATIVE; CUPROUS ION; CYANIDE; DI(LITHIUM CHLORIDE); DIMETHYL [3 [(4 METHYLPHENYL)THIO] 2 PHENYLPROP 2 ENYL]AMINE; LITHIUM CHLORIDE; N,N DIMETHYL 3 [(4 METHYLPHENYL)THIO]PROP 2 YN 1 AMINE; SULFIDE; TETRASUBSTITUTED ALKENYL SULFIDE DERIVATIVE; UNCLASSIFIED DRUG; ZINC; ZINC DERIVATIVE;

ARTICLE; CARBOCUPRATION; CHEMICAL ANALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONTROLLED STUDY; ELECTROPHILICITY; METALLATION; PROCESS DEVELOPMENT; REACTION TIME; STEREOCHEMISTRY; SYNTHESIS;

EID: 80054917637     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0030-1260210     Document Type: Article

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