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Volumn 11, Issue 19, 2009, Pages 4386-4389

Cation-n control of regiochemistry of intramolecular schmidt reactions en route to bridged bicyclic lactams

Author keywords

[No Author keywords available]

Indexed keywords

CATION; FUSED HETEROCYCLIC RINGS; LACTAM;

EID: 70350167144     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901771b     Document Type: Article
Times cited : (22)

References (47)
  • 1
    • 0004515267 scopus 로고
    • For twisted amide reviews, see: (a)
    • For twisted amide reviews, see: (a) Hall, H. K.; Elshekeil, A. Chem. Rev. 1983, 83, 549.
    • (1983) Chem. Rev. , vol.83 , pp. 549
    • Hall, H.K.1    Elshekeil, A.2
  • 11
    • 0000470882 scopus 로고
    • For ab initio studies, see
    • (g) Lease, T. G.; Shea, K. J. J. Am. Chem. Soc. 1993, 115, 2248. For ab initio studies, see:
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 2248
    • Lease, T.G.1    Shea, K.J.2
  • 23
    • 33745037690 scopus 로고    scopus 로고
    • For reviews, see: (a)
    • For reviews, see: (a) Nyfeler, E.; Renaud, P. Chimia 2006, 60, 276.
    • (2006) Chimia , vol.60 , pp. 276
    • Nyfeler, E.1    Renaud, P.2
  • 31
    • 0030043489 scopus 로고    scopus 로고
    • For reviews, see: (a)
    • For reviews, see: (a) Dougherty, D. A. Science 1996, 271, 163.
    • (1996) Science , vol.271 , pp. 163
    • Dougherty, D.A.1
  • 33
    • 34548309366 scopus 로고    scopus 로고
    • For selected examples, see
    • (c) Yamada, S. Org. Biomol. Chem. 2007, 5, 2903. For selected examples, see:
    • (2007) Org. Biomol. Chem. , vol.5 , pp. 2903
    • Yamada, S.1
  • 41
    • 0034674695 scopus 로고    scopus 로고
    • For examples of Schmidt reaction involving 4-C tether, see
    • (d) Smith, B. T.; Gracias, V.; Aubé, J. J. Org. Chem. 2000, 65, 3771. For examples of Schmidt reaction involving 4-C tether, see:
    • (2000) J. Org. Chem. , vol.65 , pp. 3771
    • Smith, B.T.1    Gracias, V.2    Aubé, J.3
  • 44
    • 70350186393 scopus 로고    scopus 로고
    • Ref 7c. For examples of Schmidt reaction, involving 8- and larger rings. see: ref 9b
    • (g) Ref 7c. For examples of Schmidt reaction, involving 8- and larger rings. see: ref 9b.
  • 46
    • 0033546244 scopus 로고    scopus 로고
    • From 3b, N-acyl iminium ion is formed, followed by deprotonation or hydrolysis in ca. 1:1 ratio. Similar reactions are observed with 3i and 3k. An analogous ring opening has been observed earlier
    • From 3b, N-acyl iminium ion is formed, followed by deprotonation or hydrolysis in ca. 1:1 ratio. Similar reactions are observed with 3i and 3k. An analogous ring opening has been observed earlier: Forsee, J. E.; Aubé, J. J. Org. Chem. 1999, 64, 4381
    • (1999) J. Org. Chem. , vol.64 , pp. 4381
    • Forsee, J.E.1    Aubé, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.