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Volumn 80, Issue 9, 2007, Pages 1635-1657

Stereoselective conjugate addition reactions using in situ metal lated terminal alkynes and the development of novel chiral P,N-ligands

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; ACIDS; ALDEHYDES; CHEMICAL REACTIONS; COPPER; ENANTIOSELECTIVITY; HYDROCARBONS; LIGANDS; NITROGEN COMPOUNDS; PORT TERMINALS; SUGAR (SUCROSE); ZINC; ZINC COMPOUNDS;

EID: 54849427261     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.80.1635     Document Type: Article
Times cited : (73)

References (133)
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    • The double bond geometry was missasined in Ref. 58, but later corrected: Ref. 71.
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    • The model provided by the authors was based on the missassigned double bond geometry and therefore incorrect. A new model was later proposed, see Section 2.2
    • The model provided by the authors was based on the missassigned double bond geometry and therefore incorrect. A new model was later proposed, see Section 2.2.
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    • In the context of this study the double bond geometry was corrected to be (Z).
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    • 1H NMR of the precipitate formed is consistent with an enolate structure.
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    • The double bond geometry was Z for 60 (R = t-Bu) confirmed by X-ray analysis, see Fig. 9.
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    • The large scale preparation was carried out in the bulk synthesis laboratory of the Laboratorium für Organische Chemie at the ETH Zurich in collaboration with Mr. Peter Veterli
    • The large scale preparation was carried out in the bulk synthesis laboratory of the Laboratorium für Organische Chemie at the ETH Zurich in collaboration with Mr. Peter Veterli.
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    • In the original communication, 53 was obtained in 44% yield (Ref. 86).
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    • The relative stereochemistry was unambiguously established by X-ray analysis (see Fig. 14).
    • The relative stereochemistry was unambiguously established by X-ray analysis (see Fig. 14).
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    • 3 are: 1.68 ppm for 61 and 1.78 ppm for 62. On a 300 MHz spectrometer the two doublets overlapped slightly, therefore the ratio could not be determined exactly.
    • 3 are: 1.68 ppm for 61 and 1.78 ppm for 62. On a 300 MHz spectrometer the two doublets overlapped slightly, therefore the ratio could not be determined exactly.
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    • epit. The following assumption was made: the rate constants are the same for 57 and 58.
    • epit. The following assumption was made: the rate constants are the same for 57 and 58.
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    • For the assignment of the absolute configuration, see
    • For the assignment of the absolute configuration, see Eq. 14.
    • , vol.14
    • Eq1
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    • The coupling with 2-((R)-amino(phenyl)methyl)-l,3-di-phenylpropan-2-ol (R = Bn) was performed at 160°C in diglyme.
    • The coupling with 2-((R)-amino(phenyl)methyl)-l,3-di-phenylpropan-2-ol (R = Bn) was performed at 160°C in diglyme.
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    • The enantiomeric excess was determined after conversion to the corresponding methyl ester with diazomethane
    • The enantiomeric excess was determined after conversion to the corresponding methyl ester with diazomethane.
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    • 13C NMR spectra of the mixtures are consistent with the postulated structure of 79.
    • 13C NMR spectra of the mixtures are consistent with the postulated structure of 79.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.