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Volumn 6, Issue 15, 2004, Pages 2619-2621

Deacylative oxidation strategy for the preparation of α- functionalized carbonyls

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; CARBAMIC ACID DERIVATIVE; CARBENE; CARBONYL DERIVATIVE; ESTER; LACTAM DERIVATIVE;

EID: 4043077966     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol040039z     Document Type: Article
Times cited : (20)

References (28)
  • 3
    • 0001004998 scopus 로고    scopus 로고
    • For recent applications of hydrazones as carbene precursors, see: (a) Aggarwal, V. K.; de Vicente, J.; Bonnert, R. V. Org. Lett. 2001, 3, 2785-2788. (b) May, J. A.; Stoltz, B. M. J. Am. Chem. Soc. 2002, 124, 12426-12427. (c) Zhang, J.-L.; Chan, P. W. H.; Che, C.-M. Tetrahedron Lett. 2003, 44, 8733-8737. (d) Aggarwal, V. K.; Winn, C. L. Acc. Chem. Res. 2004, 37, ASAP.
    • (2001) Org. Lett. , vol.3 , pp. 2785-2788
    • Aggarwal, V.K.1    De Vicente, J.2    Bonnert, R.V.3
  • 4
    • 0037164078 scopus 로고    scopus 로고
    • For recent applications of hydrazones as carbene precursors, see: (a) Aggarwal, V. K.; de Vicente, J.; Bonnert, R. V. Org. Lett. 2001, 3, 2785-2788. (b) May, J. A.; Stoltz, B. M. J. Am. Chem. Soc. 2002, 124, 12426-12427. (c) Zhang, J.-L.; Chan, P. W. H.; Che, C.-M. Tetrahedron Lett. 2003, 44, 8733-8737. (d) Aggarwal, V. K.; Winn, C. L. Acc. Chem. Res. 2004, 37, ASAP.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 12426-12427
    • May, J.A.1    Stoltz, B.M.2
  • 5
    • 0142184532 scopus 로고    scopus 로고
    • For recent applications of hydrazones as carbene precursors, see: (a) Aggarwal, V. K.; de Vicente, J.; Bonnert, R. V. Org. Lett. 2001, 3, 2785-2788. (b) May, J. A.; Stoltz, B. M. J. Am. Chem. Soc. 2002, 124, 12426-12427. (c) Zhang, J.-L.; Chan, P. W. H.; Che, C.-M. Tetrahedron Lett. 2003, 44, 8733-8737. (d) Aggarwal, V. K.; Winn, C. L. Acc. Chem. Res. 2004, 37, ASAP.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 8733-8737
    • Zhang, J.-L.1    Chan, P.W.H.2    Che, C.-M.3
  • 6
    • 4043076292 scopus 로고    scopus 로고
    • ASAP
    • For recent applications of hydrazones as carbene precursors, see: (a) Aggarwal, V. K.; de Vicente, J.; Bonnert, R. V. Org. Lett. 2001, 3, 2785-2788. (b) May, J. A.; Stoltz, B. M. J. Am. Chem. Soc. 2002, 124, 12426-12427. (c) Zhang, J.-L.; Chan, P. W. H.; Che, C.-M. Tetrahedron Lett. 2003, 44, 8733-8737. (d) Aggarwal, V. K.; Winn, C. L. Acc. Chem. Res. 2004, 37, ASAP.
    • (2004) Acc. Chem. Res. , vol.37
    • Aggarwal, V.K.1    Winn, C.L.2
  • 7
    • 84987262316 scopus 로고
    • For use of iodonium ylides as carbene precursors, see: (a) Müller, P.; Fernandez, D. Helv. Chim. Acta 1995, 78, 947-958. (b) Wurz, R. P.; Charette, A. B. Org. Lett. 2002, 4, 4531-4533. (c) Müller, P.; Ghanem, A. Synlett 2003, 1830-1833. (d) Wurz, R. P.; Charette, A. B. J. Org. Chem. 2004, 69, 1262-1269. (e) Müller, P. Acc. Chem. Res. 2004, 37, 243-251.
    • (1995) Helv. Chim. Acta , vol.78 , pp. 947-958
    • Müller, P.1    Fernandez, D.2
  • 8
    • 0037599763 scopus 로고    scopus 로고
    • For use of iodonium ylides as carbene precursors, see: (a) Müller, P.; Fernandez, D. Helv. Chim. Acta 1995, 78, 947-958. (b) Wurz, R. P.; Charette, A. B. Org. Lett. 2002, 4, 4531-4533. (c) Müller, P.; Ghanem, A. Synlett 2003, 1830-1833. (d) Wurz, R. P.; Charette, A. B. J. Org. Chem. 2004, 69, 1262-1269. (e) Müller, P. Acc. Chem. Res. 2004, 37, 243-251.
    • (2002) Org. Lett. , vol.4 , pp. 4531-4533
    • Wurz, R.P.1    Charette, A.B.2
  • 9
    • 0142092211 scopus 로고    scopus 로고
    • For use of iodonium ylides as carbene precursors, see: (a) Müller, P.; Fernandez, D. Helv. Chim. Acta 1995, 78, 947-958. (b) Wurz, R. P.; Charette, A. B. Org. Lett. 2002, 4, 4531-4533. (c) Müller, P.; Ghanem, A. Synlett 2003, 1830-1833. (d) Wurz, R. P.; Charette, A. B. J. Org. Chem. 2004, 69, 1262-1269. (e) Müller, P. Acc. Chem. Res. 2004, 37, 243-251.
    • (2003) Synlett , pp. 1830-1833
    • Müller, P.1    Ghanem, A.2
  • 10
    • 1242352457 scopus 로고    scopus 로고
    • For use of iodonium ylides as carbene precursors, see: (a) Müller, P.; Fernandez, D. Helv. Chim. Acta 1995, 78, 947-958. (b) Wurz, R. P.; Charette, A. B. Org. Lett. 2002, 4, 4531-4533. (c) Müller, P.; Ghanem, A. Synlett 2003, 1830-1833. (d) Wurz, R. P.; Charette, A. B. J. Org. Chem. 2004, 69, 1262-1269. (e) Müller, P. Acc. Chem. Res. 2004, 37, 243-251.
    • (2004) J. Org. Chem. , vol.69 , pp. 1262-1269
    • Wurz, R.P.1    Charette, A.B.2
  • 11
    • 11144356233 scopus 로고    scopus 로고
    • For use of iodonium ylides as carbene precursors, see: (a) Müller, P.; Fernandez, D. Helv. Chim. Acta 1995, 78, 947-958. (b) Wurz, R. P.; Charette, A. B. Org. Lett. 2002, 4, 4531-4533. (c) Müller, P.; Ghanem, A. Synlett 2003, 1830-1833. (d) Wurz, R. P.; Charette, A. B. J. Org. Chem. 2004, 69, 1262-1269. (e) Müller, P. Acc. Chem. Res. 2004, 37, 243-251.
    • (2004) Acc. Chem. Res. , vol.37 , pp. 243-251
    • Müller, P.1
  • 17
    • 0037071932 scopus 로고    scopus 로고
    • Axial coordination of dirhodium catalysts by Lewis basic ligands is known to inhibit catalytic activity; see: Nagashima, T.; Davies, H. M. L. Org. Lett. 2002, 4, 1989-1992.
    • (2002) Org. Lett. , vol.4 , pp. 1989-1992
    • Nagashima, T.1    Davies, H.M.L.2
  • 19
    • 4043100389 scopus 로고    scopus 로고
    • note
    • In the absence of BnOH, several decomposition products are observed, none of which appear to correspond, however, to the α,β-unsaturated lactone or dimerized material.
  • 24
    • 4043164121 scopus 로고    scopus 로고
    • note
    • 4 is available in Supporting Information.
  • 26
    • 0001060227 scopus 로고
    • For select examples of intramolecular N-H insertion reactions leading to substituted prolines, see: (a) Moyer, M. P.; Feldman, P. L.; Rapoport, H. J. Org. Chem. 1985, 50, 5223-5230. (b) Davis, F. A.; Fang, T.; Goswami, R. Org. Lett. 2002, 4, 1599-1602. (c) Davis, F. A.; Yang, B.; Deng, J. J. Org. Chem. 2003, 68, 5147-5152.
    • (1985) J. Org. Chem. , vol.50 , pp. 5223-5230
    • Moyer, M.P.1    Feldman, P.L.2    Rapoport, H.3
  • 27
    • 0037007709 scopus 로고    scopus 로고
    • For select examples of intramolecular N-H insertion reactions leading to substituted prolines, see: (a) Moyer, M. P.; Feldman, P. L.; Rapoport, H. J. Org. Chem. 1985, 50, 5223-5230. (b) Davis, F. A.; Fang, T.; Goswami, R. Org. Lett. 2002, 4, 1599-1602. (c) Davis, F. A.; Yang, B.; Deng, J. J. Org. Chem. 2003, 68, 5147-5152.
    • (2002) Org. Lett. , vol.4 , pp. 1599-1602
    • Davis, F.A.1    Fang, T.2    Goswami, R.3
  • 28
    • 0038209587 scopus 로고    scopus 로고
    • For select examples of intramolecular N-H insertion reactions leading to substituted prolines, see: (a) Moyer, M. P.; Feldman, P. L.; Rapoport, H. J. Org. Chem. 1985, 50, 5223-5230. (b) Davis, F. A.; Fang, T.; Goswami, R. Org. Lett. 2002, 4, 1599-1602. (c) Davis, F. A.; Yang, B.; Deng, J. J. Org. Chem. 2003, 68, 5147-5152.
    • (2003) J. Org. Chem. , vol.68 , pp. 5147-5152
    • Davis, F.A.1    Yang, B.2    Deng, J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.