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Volumn 2015, Issue 13, 2015, Pages 2902-2913

Diastereoselective Overman Rearrangement of an L-Ascorbic-Acid-Derived Allylic Alcohol: Application in the Synthesis of (+)-1,2-Di-epi-swainsonine and a Tetrahydroxypyrrolizidine

Author keywords

Alkaloids; Cyclization; Diastereoselectivity; Iminosugars; Metathesis; Nitrogen heterocycles; Sigmatropic rearrangement

Indexed keywords


EID: 85027954293     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201500129     Document Type: Article
Times cited : (11)

References (76)
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    • Weinheim Germany
    • Stutz), A.E., 1999, Weinheim, Germany.
    • (1999)
    • Stutz), A.E.1
  • 32
    • 85130088525 scopus 로고    scopus 로고
    • Weinheim Germany
    • Chapleur), Y., 1998, Weinheim, Germany.
    • (1998)
    • Chapleur), Y.1
  • 67
    • 85130081676 scopus 로고    scopus 로고
    • The relative stereochemistry of rearranged compound 21a was determined by conversion of trichloroacetimidate (21a) into the corresponding oxazolidin-2-one (i.e. 25). NOE experiments then allowed assignment of the newly generated stereocentre of 21a. Based on this assignment, the stereochemistries of rearranged products 19a, 19b, 20a, and 20b were also assigned.
    • The relative stereochemistry of rearranged compound 21a was determined by conversion of trichloroacetimidate (21a) into the corresponding oxazolidin-2-one (i.e. 25). NOE experiments then allowed assignment of the newly generated stereocentre of 21a. Based on this assignment, the stereochemistries of rearranged products 19a, 19b, 20a, and 20b were also assigned.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.