Synthesis of enantiopure indolizinones by cascade ring enlargements of 4′-chlorospiro[cyclopropane-1,5′-isoxazolidines]

Journal of Organic Chemistry

Volumn 71, Issue 6, 2006, Pages 2417-2423

  Revuelta, Julia ^a   Cicchi, Stefano ^a   Faggi, Cristina ^a   Kozhushkov, Sergei I ^b   De Meijere, Armin ^b   Brandi, Alberto ^a  

^a UNIVERSITY OF FLORENCE   (Italy)

^b UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

BRIDGEHEAD PROTON; CASCADE RING ENLARGEMENTS; CYCLOPROPYLIDENEACETATES; ENANTIOPURE INDOLIZINONES; INDOLIZINONE DERIVATIVES; SPIROPENTANE ANALOGUES;

DERIVATIVES; PROTONS; SYNTHESIS (CHEMICAL);

ORGANIC COMPOUNDS;

8' (TRIISOPROPYLSILYLOXY)SPIRO[CYCLOPROPANE (3' METHOXY 1' AZA 2' OXATRICYCLO[5.3.0.0 3,6]DECANE) 6' CARBOXYLATE]; CYCLOPROPANE DERIVATIVE; ETHYL 1' HYDROXY 5' OXO 1',2',3',7' TETRAHYDROSPIRO(CYCLOPROPANE 1,6' INDOLIZINE) 8' CARBOXYLATE; ETHYL 2 CHLORO(SPIROPENT 1 YLIDENE)ACETATE; ETHYL 4' TRIISOPROPYLSILANOXY 3' CHLOROTETRAHYDRO 3'H SPIRO(CYCLOPROPANE 1,2' PYRROLO[1,2 B]ISOXAZOLE) 3' CARBOXYLATE; ETHYL 7 TRIISOPROPYLSILYLOXY 2A CHLOROHEXAHYDROCYCLOBUTA[D]PYRROLO[1,2 B]ISOXAZOLE 7B(1H) CARBOXYLATE; ETHYL 8' (TRIISOPROPYLSILYLOXY)SPIRO[CYCLOPROPANE (3' CHLORO 1' AZA 2' OXATRICYCLO[5.3.0.0 3,6]DECANE) 6' CARBOXYLATE]; ETHYL CHLORO(CYCLOPROPYLIDENE)ACETATE; ETHYLHYDROXY 5 OXO 1,2,3,5,6,7 HEXAHYDROINDOLIZINE 8 CARBOXYLATE; INDOLIZINE DERIVATIVE; ISOXAZOLIDINE DERIVATIVE; METHYL 1 TERT BUTOXY 5 OXO 1,2,3,5,6,7 HEXAHYDROINDOLIZINE 8 CARBOXYLATE; METHYL 1' TERT BUTOXY 5' OXO 1',2',3',7' TETRAHYDROSPIRO(CYCLOPROPANE 1,6' INDOLIZINE) 8' CARBOXYLATE; METHYL 2A CHLORO 7A METHYLHEXAHYDROCYCLOBUTA[D]PYRROLO[1,2 B]ISOXAZOLE 7B(1H) CARBOXYLATE; METHYL 3' CHLORO 3A' METHYLTETRAHYDRO 3H' SPIRO(CYCLOPROPANE 1,2' PYRROLO[1,2 B]ISOXAZOLE) 3' CARBOXYLATE; METHYL 4' TERT BUTOXY 3' CHLOROTETRAHYDRO 3'H SPIRO(CYCLOPROPANE 1,2' PYRROLO[1,2 B]ISOXAZOLE) 3' CARBOXYLATE; METHYL 4' TRIISOPROPYLSILYLOXY 3' CHLOROTETRAHYDRO 3'H SPIRO(CYCLOPROPANE 1,2' PYRROLO[1,2 B]ISOXAZOLE) 3' CARBOXYLATE; METHYL 7 TERT BUTOXY 2A CHLOROHEXAHYDROCYCLOBUTA[D]PYRROLO[1,2 B]ISOXAZOLE 7B(1H) CARBOXYLATE; METHYL 7 TRIISOPROPYLSILYLOXY 2A CHLOROHEXAHYDROCYCLOBUTA[D]PYRROLO[1,2 B]ISOXAZOLE 7B(1H) CARBOXYLATE; METHYL 8 TERT BUTOXYSPIRO[CYCLOPROPANE (3' CHLORO 1' AZA 2' OXATRICYCLO[5.3.0.0 3,6]DECANE) 6' CARBOXYLATE]; METHYL 8' HYDROXYSPIRO[CYCLOPROPANE (3' CHLORO 1' AZA 2' OXATRICYCLO[5.3.0.0 3,6]DECANE) 6' CARBOXYLATE]; METHYLHYDROXY 5 OXO 1,2,3,5,6,7 HEXAHYDROINDOLIZINE 8 CARBOXYLATE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CYCLOADDITION; ENANTIOMER; SYNTHESIS;

CYCLIZATION; INDOLIZINES; ISOXAZOLES; MOLECULAR CONFORMATION; SPIRO COMPOUNDS; STEREOISOMERISM;

EID: 33645022573     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo052564x     Document Type: Article

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