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Volumn 68, Issue 26, 2003, Pages 9983-9987

Pyranophane Transannular Diels-Alder Approach to (+)-Chatancin: A Biomimetic Asymmetric Total Synthesis

Author keywords

[No Author keywords available]

Indexed keywords

ALDER REACTIONS;

EID: 0346362506     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035193y     Document Type: Article
Times cited : (33)

References (22)
  • 11
    • 0347691639 scopus 로고    scopus 로고
    • note
    • Although pyrylium 7 could also be considered as a TADA substrate, it was excluded based on steric arguments beyond its aromaticity.
  • 17
    • 0347691638 scopus 로고    scopus 로고
    • note
    • A sequence from trans-trans farnesol to keto aldehyde 22 has already been reported in ref 7. However, as mentioned there, issues with catalyst quality and, as a consequence, the difficulty of reproducing a crucial, enantioselective hydrogenation spurred us to develop an alternative synthesis.
  • 22
    • 0345799667 scopus 로고    scopus 로고
    • note
    • Further, categorical evidence could be obtained by incubation of isotopically labeled 6 with a cell culture of soft coral Sarcophyton sp. The nonphysiological temperature of the chemosynthetic TADA reaction may also suggest an enzymatic assistance from a TADA-ase in the biosynthesis.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.