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Volumn 6, Issue 17, 2008, Pages 3186-3195

Photoreactions of bicyclic aziridines with alkenes and alkynes: A novel synthetic methodology for 8-azabicyclo[3.2.1]octane derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE; OLEFINS; OPTICAL PROPERTIES; PHOTOREACTIVITY;

EID: 49549125890     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b805801f     Document Type: Article
Times cited : (8)

References (29)
  • 27
    • 49549108975 scopus 로고    scopus 로고
    • The deshielding effect of the carboxyl group was also observed in the bicyclic epoxide system (see ref. 5c) -4331
    • The deshielding effect of the carboxyl group was also observed in the bicyclic epoxide system (see ref. 5c)
  • 29
    • 49549083101 scopus 로고    scopus 로고
    • The characteristic cross-peaks between 3-H and 7-H in compounds (E)- 15a, (Z)- 15a and 25a and between 6-H and 9-H in (Z)- 17a indicate an exo-configuration. In contrast, in (E)- 15b the cross-peak between 1-H and 7-H indicates an endo-configuration. The cross-peaks between 3-H and 7-H and 6-H and 7-H in compound (Z)- 18a indicate a 6,7-cis and exo-configuration. The cross-peaks between 1-H and 7-H and 3-H and 7-H in (Z)- 18b indicate a 6,7-trans and endo-configuration. The cross-peaks between 3-H and 7-H and 5-H and 6-H in (Z)- 18c indicate a 6,7-trans and exo-configuration. The cross-peak between 3-H and 6-H in compound (Z)-23 characteristically indicates an exo-configuration The cycloaddition of the 6-membered carbonyl ylide derived from the epoxide 3 and ethyl vinyl ether afforded the adduct 4 in 44% yield (see ref. 5b) Yields for compounds are based on converted starting material -342
    • The characteristic cross-peaks between 3-H and 7-H in compounds (E)- 15a, (Z)- 15a and 25a and between 6-H and 9-H in (Z)- 17a indicate an exo-configuration. In contrast, in (E)- 15b the cross-peak between 1-H and 7-H indicates an endo-configuration. The cross-peaks between 3-H and 7-H and 6-H and 7-H in compound (Z)- 18a indicate a 6,7-cis and exo-configuration. The cross-peaks between 1-H and 7-H and 3-H and 7-H in (Z)- 18b indicate a 6,7-trans and endo-configuration. The cross-peaks between 3-H and 7-H and 5-H and 6-H in (Z)- 18c indicate a 6,7-trans and exo-configuration. The cross-peak between 3-H and 6-H in compound (Z)-23 characteristically indicates an exo-configuration The cycloaddition of the 6-membered carbonyl ylide derived from the epoxide 3 and ethyl vinyl ether afforded the adduct 4 in 44% yield (see ref. 5b) Yields for compounds are based on converted starting material


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.