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Volumn 48, Issue 26, 2007, Pages 4605-4607

Studies toward the synthesis of phomactin A. An approach to the macrocyclic core

Author keywords

[No Author keywords available]

Indexed keywords

DECALIN; DIHYDROPYRONE DERIVATIVE; DITERPENE; MACROCYCLIC COMPOUND; OXADECALIN; PHOMACTIN A; PYRONE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 34249326144     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.04.122     Document Type: Article
Times cited : (27)

References (35)
  • 21
    • 34249311688 scopus 로고    scopus 로고
    • note
    • This approach stands in contrast to those generally set forth by other researchers in which formation of the pyrone unit is effected after macrocycle formation. Exceptions are found in the work of Hsung (Ref. 3j) and Halcomb (Ref. 3m). In the former case, pyrone and macrocycle are formed concurrently. In the latter, macrocyclization is effected with the oxadecalin system in place, albeit in modest yield.
  • 27
    • 34249303514 scopus 로고    scopus 로고
    • note
    • Tricyclic ether 11a is formed via internal Michael addition of the primary alcohol. Regeneration of enone 11 is readily achieved upon treatment of the cyclic ether with an excess of strong base, for example: {A figure is presented}
  • 28
    • 34249324566 scopus 로고    scopus 로고
    • note
    • The use of alternative protecting groups for the primary alcohol was briefly explored. TBDMS, TBDPS, and PMB ethers were found to be incompatible with the reductive conditions used to generate enones of type 15.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.