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Volumn 129, Issue 3, 2007, Pages 498-499

Total synthesis of (±)-merrilactone A via catalytic Nazarov cyclization

Author keywords

[No Author keywords available]

Indexed keywords

LACTONE DERIVATIVE; MERRILACTONE A; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG; LACTONE; SESQUITERPENE;

EID: 33846462087     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja068150i     Document Type: Article
Times cited : (95)

References (28)
  • 4
    • 16244417230 scopus 로고    scopus 로고
    • For an asymmetric version of this strategy, see: b
    • For an asymmetric version of this strategy, see: (b) Meng, Z.; Danishefsky, S. J. Angew. Chem., Int. Ed. 2005, 44, 1511.
    • (2005) Angew. Chem., Int. Ed , vol.44 , pp. 1511
    • Meng, Z.1    Danishefsky, S.J.2
  • 6
    • 33746787198 scopus 로고    scopus 로고
    • This group recently reported the first enantioselective synthesis of, -1; see: (b) Inoue, M, Sato, T, Hirama, M. Angew. Chem, Int. Ed. 2006, 45, 4843
    • This group recently reported the first enantioselective synthesis of (-)-1; see: (b) Inoue, M.; Sato, T.; Hirama, M. Angew. Chem., Int. Ed. 2006, 45, 4843.
  • 11
    • 33846420078 scopus 로고    scopus 로고
    • 2004, 10493 addition/correction
    • 2004, 126, 10493 (addition/correction).
    • , vol.126
  • 15
    • 0028308010 scopus 로고
    • Preliminary results suggest that silicon catalysis may also play a role in the transformation, similar to the behavior observed in Mukaiyama aldol reactions. See: a
    • Preliminary results suggest that silicon catalysis may also play a role in the transformation, similar to the behavior observed in Mukaiyama aldol reactions. See: (a) Carreira, E. M.; Singer, R. A. Tetrahedron Lett. 1994, 35, 4323.
    • (1994) Tetrahedron Lett , vol.35 , pp. 4323
    • Carreira, E.M.1    Singer, R.A.2
  • 19
    • 27144551725 scopus 로고    scopus 로고
    • For examples of the analogous Mukaiyama-Michael reactions between 2-trialkylsilyloxyfurans and α,β-unsaturated carbonyl compounds, see: (a) Barluenga, J, Prado, A. D, Santamaria, J, Tomas, M. Angew. Chem, Int. Ed. 2005, 44, 6583 and references therein
    • For examples of the analogous Mukaiyama-Michael reactions between 2-trialkylsilyloxyfurans and α,β-unsaturated carbonyl compounds, see: (a) Barluenga, J.; Prado, A. D.; Santamaria, J.; Tomas, M. Angew. Chem., Int. Ed. 2005, 44, 6583 and references therein.
  • 23
    • 0028797675 scopus 로고    scopus 로고
    • A modified procedure was adopted from Reginato, G.; Capperucci, A.; Degl'Innocenti, A.; Mordini, A.; Pecchi, S. Tetrahedron 1995, 51, 2129. We found that protection of the secondary alcohol was unnecessary.
    • A modified procedure was adopted from Reginato, G.; Capperucci, A.; Degl'Innocenti, A.; Mordini, A.; Pecchi, S. Tetrahedron 1995, 51, 2129. We found that protection of the secondary alcohol was unnecessary.
  • 24
    • 33846449381 scopus 로고    scopus 로고
    • Weinreb amide 13 was prepared in three steps from acetol; see the Supporting Information for experimental details.
    • Weinreb amide 13 was prepared in three steps from acetol; see the Supporting Information for experimental details.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.