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Volumn 119, Issue 14, 1997, Pages 3333-3338

Formation of β-lactones through Lewis acid-promoted [2 + 2] cycloaddition reaction. A theoretical study

Author keywords

[No Author keywords available]

Indexed keywords

LACTONE DERIVATIVE;

EID: 0030917796     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja962082q     Document Type: Article
Times cited : (46)

References (59)
  • 1
    • 1842374669 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, Chapter 2.2.2
    • For general reviews of chemistry and synthesis of β-lactones, see: (a) Mulzer, J. Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 6, Chapter 2.2.2. (b) Pommier, A.; Pons, J.-M. Synthesis 1993, 441-459.
    • (1991) Comprehensive Organic Synthesis , vol.6
    • Mulzer, J.1
  • 2
    • 0027175468 scopus 로고
    • For general reviews of chemistry and synthesis of β-lactones, see: (a) Mulzer, J. Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 6, Chapter 2.2.2. (b) Pommier, A.; Pons, J.-M. Synthesis 1993, 441-459.
    • (1993) Synthesis , pp. 441-459
    • Pommier, A.1    Pons, J.-M.2
  • 3
    • 0029119647 scopus 로고
    • For a general review on the properties and synthesis of natural β-lactones, see: Pommier, A.; Pons, J.-M. Synthesis 1995, 729-744.
    • (1995) Synthesis , pp. 729-744
    • Pommier, A.1    Pons, J.-M.2
  • 14
  • 29
    • 0000964801 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, Chapter 1.10
    • Shambayati, S.; Schreiber, S. L. Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 1, Chapter 1.10, p 283.
    • (1991) Comprehensive Organic Synthesis , vol.1 , pp. 283
    • Shambayati, S.1    Schreiber, S.L.2
  • 36
    • 1842289418 scopus 로고    scopus 로고
    • References 10c,d
    • (g) References 10c,d.
  • 39
    • 1842289997 scopus 로고
    • Thèse Européenne, Marseille
    • Pommier, A. Thèse Européenne, Marseille, 1994.
    • (1994)
    • Pommier, A.1
  • 41
    • 1842365690 scopus 로고    scopus 로고
    • note
    • All calculations were performed with the AMPAC 6.0 code, Semichem, Shawnes, KS 66216, U.S.A.
  • 45
  • 53
    • 1842298358 scopus 로고    scopus 로고
    • note
    • (d) See also in ref 10d the discussion of our previous results by Cossio.
  • 55
    • 1842300688 scopus 로고    scopus 로고
    • note
    • 2 over 4 Å, the subsequent geometry optimization of such a structure led to the hydride transfer product and not to the expected β-lactone
  • 59
    • 0000356059 scopus 로고    scopus 로고
    • While this paper was in the refereeing process, a theoretical study devoted to such a topic was published: DiNare, M. J. Org. Chem. 1996, 61, 8378-8385.
    • (1996) J. Org. Chem. , vol.61 , pp. 8378-8385
    • DiNare, M.1


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