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Volumn 71, Issue 12, 2007, Pages 2669-2680

A stereocontrolled construction of rel-(7S,8S,7'R,8'S)-7,7'-epoxylignan skeleton

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EID: 37349032916     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0385-5414(07)81202-0     Document Type: Article
Times cited : (9)

References (34)
  • 19
    • 33847402645 scopus 로고    scopus 로고
    • During the course of our study, Hanessian and co-workers reported a similar approach for a synthesis of THF lignan with (7S,8R,7'S,8'R)-stereochemistry based on Michael addition to γ-oxyenone
    • see
    • Hanessian S., and Reddy G.J. During the course of our study, Hanessian and co-workers reported a similar approach for a synthesis of THF lignan with (7S,8R,7'S,8'R)-stereochemistry based on Michael addition to γ-oxyenone. see. Synlett (2007) 475
    • (2007) Synlett , pp. 475
    • Hanessian, S.1    Reddy, G.J.2
  • 31
    • 37349059726 scopus 로고    scopus 로고
    • We examined one-pot methylation of the resulting enolate in the Michael addition, but the results were fruitless. The reaction did not completed even by the addition of large excess of MeI, and separation of 7a and 10a was difficult.
  • 32
    • 37349083252 scopus 로고    scopus 로고
    • The stereochemistry was confirmed by nuclear Overhauser effect (NOE) experiments. The NOE was observed between two methine protons beside the THF oxygen and one of two methine protons bearing methyl group. It was also observed between another methine proton bearing the methyl group and the aryl proton.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.