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Volumn 4, Issue 14, 2002, Pages 2441-2443

Short syntheses of (±)-δ-araneosene and humulene utilizing a combination of four-component assembly and palladium-mediated cyclization

Author keywords

[No Author keywords available]

Indexed keywords

DELTA ARANEOSENE; DELTA-ARANEOSENE; DITERPENE; HUMULENE; PALLADIUM; SESQUITERPENE;

EID: 0037062894     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026205p     Document Type: Article
Times cited : (45)

References (32)
  • 7
    • 0000276556 scopus 로고
    • Nucleophiles with allyl-metal complexes
    • Trost, B. M., Ed.; Pergamon Press: New York, Chapter 3.3
    • (b) Godleski, S. A. Nucleophiles with Allyl-Metal Complexes. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon Press: New York, 1991; Chapter 3.3.
    • (1991) Comprehensive Organic Synthesis
    • Godleski, S.A.1
  • 16
    • 0042997277 scopus 로고    scopus 로고
    • note
    • For method of preparation, see Supporting Information.
  • 17
    • 0001782667 scopus 로고
    • To the best of our knowledge, the Pd(0)-catalyzed intramolecular allylation using silyl enol ether with allylic carbonate has not been documented before. For an intermolecular version of this type of coupling reaction, see: (a) Tsuji, J.; Minami, I.; Shimizu, I. Chem. Lett. 1983, 1325.
    • (1983) Chem. Lett. , pp. 1325
    • Tsuji, J.1    Minami, I.2    Shimizu, I.3
  • 19
    • 0029763701 scopus 로고    scopus 로고
    • The use of the chelating phosphine ligand dppf retarded β-hydrogen elimination (which gives acyclic diene) relative to ring closure; see (a) Hartwig, J. F.; Driver, M. S. J. Am. Chem. Soc. 1996, 118, 7217.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 7217
    • Hartwig, J.F.1    Driver, M.S.2
  • 26
    • 0042496481 scopus 로고    scopus 로고
    • note
    • (b) This silyl enol ether could also be prepared from methyl tert-butyldimethylsilyl ketone and 2-propenyllithium followed by aqueous quench (84% yield) in a manner analogous to the preparation of 2 (Scheme 1).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.