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Volumn 65, Issue 33, 2009, Pages 6739-6745

A nature-inspired Diels-Alder reaction facilitates construction of the bicyclo[2.2.2]octane core of andibenin B

Author keywords

[No Author keywords available]

Indexed keywords

ANDIBENIN B; BICYCLO[2.2.2]OCTANE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 67650215078     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.06.063     Document Type: Article
Times cited : (20)

References (23)
  • 5
    • 67650276575 scopus 로고    scopus 로고
    • For a review on the biosynthesis of the andibenin family of natural products see
    • For a review on the biosynthesis of the andibenin family of natural products see:
  • 12
    • 67650272248 scopus 로고    scopus 로고
    • note
    • Danishefsky and co-workers synthesized cyclohexa-2,4-dienones by the regioselective oxidative dearomatization of orthoquinones with phenyliodine(III) diacetate.
  • 18
    • 67650278551 scopus 로고    scopus 로고
    • 2a
    • 2a
  • 20
    • 67650272246 scopus 로고    scopus 로고
    • note
    • The relative stereochemistry of the major and minor diastereoisomers of allylic alcohol 22 was deduced by the stereochemical assignments for cycloadducts 23 and 24.
  • 21
    • 67650276916 scopus 로고    scopus 로고
    • note
    • 6a
  • 22
    • 67650278368 scopus 로고    scopus 로고
    • note
    • 13C shifts for these olefins also support this hypothesis. See Experimental data.
  • 23
    • 67650278855 scopus 로고    scopus 로고
    • note
    • Heating to temperatures above 120 °C led to the formation of several uncharacterized side products and reduced yield.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.