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Volumn 71, Issue 22, 2006, Pages 8357-8364

Convergent and diastereoselective synthesis of the polycyclic pyran core of saudin

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST SELECTIVITY; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 33750455502     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo061236+     Document Type: Article
Times cited : (32)

References (37)
  • 4
    • 0002096610 scopus 로고    scopus 로고
    • Insulin, oral hypoglycemic agents, and the pharmacology of the endocrine panceas
    • Hardman, J. G., Limbard, L. E., Eds.; McGraw-Hill: New York
    • Davis, S. N.; Granner, D. K. Insulin, Oral Hypoglycemic Agents, and the Pharmacology of the Endocrine Panceas. In Goodman & Gilman's The Pharmacological Basis of Therapeutics; Hardman, J. G., Limbard, L. E., Eds.; McGraw-Hill: New York, 1996; pp 1487-1517.
    • (1996) Goodman & Gilman's the Pharmacological Basis of Therapeutics , pp. 1487-1517
    • Davis, S.N.1    Granner, D.K.2
  • 9
    • 0000609821 scopus 로고
    • For an early example of the isomerization of dienones to α-pyrans, see: Büchi, G.; Yang, N. C. J. Am. Chem. Soc. 1957, 79, 2318-2323.
    • (1957) J. Am. Chem. Soc. , vol.79 , pp. 2318-2323
    • Büchi, G.1    Yang, N.C.2
  • 24
  • 25
    • 0142042916 scopus 로고    scopus 로고
    • In our analysis of the failed Heck strategy, we are ignoring the possibility of anti-β-hydride elimination. Although there are isolated examples of this phenomenon, these cases are usually limited to exceptionally activated olefin systems. For recent examples of anti-β-hydride elimination, see: (a) Lautens, M.; Fang, Y.-Q. Org. Lett. 2003, 5, 3679-3682.
    • (2003) Org. Lett. , vol.5 , pp. 3679-3682
    • Lautens, M.1    Fang, Y.-Q.2
  • 32
    • 33750428786 scopus 로고    scopus 로고
    • note
    • Interestingly, when methyl iodide was added in the presence of HMPA, the enolate product was methylated on oxygen, not carbon, thus producing the methyl enol ether i: (Diagram presented)
  • 33
    • 33750485207 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for complete X-ray data of 19a.
  • 35
    • 33750462595 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for complete X-ray data of 24c.
  • 36
    • 33750482779 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for complete X-ray data of 43.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.