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Volumn 49, Issue 48, 2008, Pages 6846-6849

Efficient construction of a chiral all-carbon quaternary center by asymmetric 1,4-addition and its application to total synthesis of (+)-bakuchiol

Author keywords

(+) Bakuchiol; Asymmetric 1,4 addition; Asymmetric Michael addition; Chiral all carbon quaternary center; Total synthesis; Vibsane type diterpene

Indexed keywords

BAKUCHIOL; CARBON; COPPER DERIVATIVE; LITHIUM DIVINYLCUPRATE; OXAZOLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 53549128644     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.09.106     Document Type: Article
Times cited : (29)

References (34)
  • 3
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  • 9
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    • For reviews on diastereoselective 1,4-aditions of α,β-unsaturated carboxylic acid derivatives, see:
    • For reviews on diastereoselective 1,4-aditions of α,β-unsaturated carboxylic acid derivatives, see:. Yamamoto Y. Angew. Chem., Int. Ed. Engl. 25 (1986) 947-1038
    • (1986) Angew. Chem., Int. Ed. Engl. , vol.25 , pp. 947-1038
    • Yamamoto, Y.1
  • 25
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    • Negishi E. (Ed), Wiley-Interscience, New York Vol. 2, pp 2399-2423
    • In: Negishi E. (Ed). Organopalladium Chemistry for Organic Synthesis (2002), Wiley-Interscience, New York Vol. 2, pp 2399-2423
    • (2002) Organopalladium Chemistry for Organic Synthesis
  • 26
    • 53549106133 scopus 로고    scopus 로고
    • note
    • 6f In the case of 3, the presence of the β-methyl group presumably interfered with the conjugated attack of vinylcuprate, favoring the 1,2-addition of excess vinyl Grignard reagents to the oxazolidione auxiliary.
  • 27
    • 53549092176 scopus 로고    scopus 로고
    • note
    • 4Si, 554.2727; found, 554.2696.
  • 28
    • 0002938878 scopus 로고
    • For isolation and structure determination, see:
    • For isolation and structure determination, see:. Mehta G., Nayak U.R., and Dev S. Tetrahedron Lett. (1966) 4561-4567
    • (1966) Tetrahedron Lett. , pp. 4561-4567
    • Mehta, G.1    Nayak, U.R.2    Dev, S.3
  • 33
    • 53549118922 scopus 로고    scopus 로고
    • note
    • 26O, 270.1984; found, 270.1969.
  • 34
    • 53549102808 scopus 로고    scopus 로고
    • note
    • 24O, 256.1821; found, 256.1827.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.