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Volumn 46, Issue 14, 2005, Pages 2475-2478

A new, chiral aminoanthracene for the Diels-Alder/retro-Diels-Alder sequence in lactam and butenolide synthesis

Author keywords

Anthracene; Asymmetric cycloaddition; Butenolide; Lactam; Retro Diels Alder

Indexed keywords

ANTHRACENE DERIVATIVE; BUTENOLIDE; CHAPERONE; IMIDE; LACTAM DERIVATIVE; MALEIC ANHYDRIDE;

EID: 17744373675     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.02.046     Document Type: Article
Times cited : (37)

References (42)
  • 1
    • 0001202062 scopus 로고
    • For reviews of retro-Diels-Alder chemistry: H. Kwart, and K. King Chem. Rev. 68 1968 415 447
    • (1968) Chem. Rev. , vol.68 , pp. 415-447
    • Kwart, H.1    King, K.2
  • 6
    • 0000379460 scopus 로고
    • For reviews of chiral diene templates in Diels-Alder/retro-Diels-Alder sequences: E. Winterfeldt Chem. Rev. 93 1993 827 843
    • (1993) Chem. Rev. , vol.93 , pp. 827-843
    • Winterfeldt, E.1
  • 14
    • 85030797108 scopus 로고    scopus 로고
    • PhD Dissertation, Boston University
    • Sanyal, A. PhD Dissertation, Boston University, 2002
    • (2002)
    • Sanyal, A.1
  • 37
    • 85030796065 scopus 로고    scopus 로고
    • note
    • Operationally, the coupling mixture containing crude 5 was filtered through Celite, washing with anhydrous ether. After evaporation of the solvent in vacuo, the residue was dissolved in anhydrous toluene and the solution was added dropwise to the solid dienophile (NMM or maleic anhydride, 1.2 equiv). The final concentration of 5 was 0.3 M. The solution was maintained under nitrogen at rt
  • 40
    • 85030803436 scopus 로고    scopus 로고
    • note
    • 2, then removing the solvent in vacuo
  • 41
    • 85030794939 scopus 로고    scopus 로고
    • note
    • Chromatography was performed on a Shimadzu GC-17A chromatograph equipped with an autosampler, GANNA DEX-225 capillary column (Supelco, 30 m × 0.25 mm × 0.25 μm); flow rate 1 mL/min with He carrier gas; separation factor (α) = 25


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.