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Volumn 37, Issue 28, 1996, Pages 4883-4886

Synthesis of bicyclic ketals related to zaragozic acid by a novel photoannulation

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; ACETONE; ACETONITRILE; ANTINEOPLASTIC AGENT; BENZENE; HEXANE; HYPOCHOLESTEROLEMIC AGENT; ZARAGOZIC ACID A;

EID: 0030575359     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01001-5     Document Type: Article
Times cited : (19)

References (31)
  • 1
    • 85030199761 scopus 로고    scopus 로고
    • Howard Hughes Medical Institute Predoctoral Fellow
    • 1. Howard Hughes Medical Institute Predoctoral Fellow
  • 16
    • 0019499120 scopus 로고
    • 6. For other examples of the use of Norrish reactions to generate oxygen substituted biradicals, see: (a) Kozluk, T.; Cottier, L.; Descotes, G. Tetrahedron 1981, 37, 1875.
    • (1981) Tetrahedron , vol.37 , pp. 1875
    • Kozluk, T.1    Cottier, L.2    Descotes, G.3
  • 26
    • 85030208051 scopus 로고    scopus 로고
    • note
    • 9. (a) An inseparable 2:1 mixture of compound 7 and its diastereomer at the acetal carbon was produced. (b) The aldehyde that was derived from the minor diastereomer from the previous step was also isolated in 14% yield after the subsequent ozonolysis step.
  • 27
    • 85030198080 scopus 로고    scopus 로고
    • note
    • 10. The stereochemistry at the newly-formed carbinol carbon of 9 was definitively determined by NOE difference NMR spectroscopy. The presence of a crosspeak correlating the proton of the carbinol center with the ketal carbon in the HMBC spectrum further secured the structure of 9.
  • 28
    • 85030203138 scopus 로고    scopus 로고
    • note
    • 11. Other products that appear to arise from abstraction of hydrogen atoms from either the ether methylene or from the ring fusion methine were also produced in minor (<10%) amounts.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.