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Volumn 4, Issue 16, 2002, Pages 2637-2640

Type 2 intramolecular N-Acylnitroso Diels - Alder reaction: Stereoselective synthesis of bridged bicyclic oxazinolactams

Author keywords

[No Author keywords available]

Indexed keywords

LACTAM; NITROSO DERIVATIVE;

EID: 0037043527     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026075k     Document Type: Article
Times cited : (38)

References (33)
  • 1
    • 0026093828 scopus 로고
    • For a review on medium ring nitrogen heterocycles, see: Evans, P. A.; Holmes, A. B. Tetrahedron 1991, 47, 9131-9166.
    • (1991) Tetrahedron , vol.47 , pp. 9131-9166
    • Evans, P.A.1    Holmes, A.B.2
  • 8
    • 84943421056 scopus 로고
    • Katrytzky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, Chapter 5
    • (b) Smalley, R. K. In Comprehensive Heterocyclic Chemistry; Katrytzky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, 1984; Vol. 7, Chapter 5, p 491.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.7 , pp. 491
    • Smalley, R.K.1
  • 9
    • 84943396777 scopus 로고
    • Katrytzky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, Chapter 5
    • (c) Moore, J. A. In Comprehensive Heterocyclic Chemistry; Katrytzky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, 1984; Vol. 7, Chapter 5, p 653.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.7 , pp. 653
    • Moore, J.A.1
  • 10
    • 84943421205 scopus 로고
    • Katrytzky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, Chapter 5
    • (d) Anastassiou, A. G. In Comprehensive Heterocyclic Chemistry; Katrytzky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, 1984; Vol. 7, Chapter 5, p 709.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.7 , pp. 709
    • Anastassiou, A.G.1
  • 20
    • 0041505416 scopus 로고    scopus 로고
    • note
    • -1 lower in strain energy than the nearest local minimum conformation.
  • 21
    • 0042507175 scopus 로고    scopus 로고
    • note
    • The carbon atoms α, β, and δ to the hydroxamic acid functionality are referred to positions C2, C3, and C4, respectively. In accordance to the IUPAC system, the corresponding atoms in the cycloadduct have changed to positions C3, C4, and C5. See the numbering system shown in Scheme 1.
  • 22
    • 0042006436 scopus 로고    scopus 로고
    • note
    • 1H NMR.
  • 23
    • 0042507170 scopus 로고    scopus 로고
    • note
    • NOE experiments were conducted using the DPFGSE method with mixing times (D8) of 0.5 s.
  • 24
    • 0000305490 scopus 로고
    • Addition to bridgehead olefins occurs with complete exo-facial selectivity. See: (a) Shea, K. J. Tetrahedron 1980, 36, 1683-1715.
    • (1980) Tetrahedron , vol.36 , pp. 1683-1715
    • Shea, K.J.1
  • 33
    • 0042507172 scopus 로고    scopus 로고
    • note
    • Determined as (R)-(+)-α-methoxy-α-(trifluoromethyl)phenylacetate (MTPA) derivative on capillary GC.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.