Fe(III) mediated oxidative radical cyclisation of cyclopropanone acetals

Tetrahedron

Volumn 54, Issue 50, 1998, Pages 15321-15344

  Booker Milburn, Kevin I ^a   Barker, Andy ^b   Brailsford, Wayne ^a   Cox, Brian ^c   Mansley, Tamsin E ^a  

^a UNIVERSITY OF EAST ANGLIA   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

^c GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; CYCLOPENTANE; ESTER; FERRIC ION;

ARTICLE; CYCLIZATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0032506594     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00958-2     Document Type: Article

References (13)

1. 1. (a) Booker-Milburn, K.I.; Synlett. 1992, 809;
2. (b) Booker-Milburn, K.I.; Thompson, D.F.; J. Chem. Soc. Perkin Trans. 1, 1995, 2315
3. 2. (a) Booker-Milburn, K.I.; Cox, B.; Mansley, T.E.; Chem. Commun., 1996, 2577;
4. (b) Booker-Milburn, K.I.; Barker, A.; Brailsford, W.; Tetrahedron Lett., 1998, 39, 4373.
5. 3. Booker-Milburn, K.I.; Thompson, D.F.; Synlett, 1993, 592.
6. 4. Tobinaga, S.; Kotani, E.; J. Am. Chem. Soc., 1972, 94, 309.
7. 5. (a) Beckwith, A.L.J.; Lawrence, T.; Serelis, A.K.; J. Chem. Soc., 1980, 484;
8. (b) Beckwith, A.L.J.; Easton, J.C.; Lawrence, T.; Serelis, A.K.; Aust. J. Chem., 1980, 484;
9. (c) Beckwith, A.L.J.; Tetrahedron, 1981, 37, 3073;
10. (d) RajanBabu, T.V.; Acc. Chem. Res., 1991, 46, 139.
11. 6. Snider, B.B.; Chem. Rev., 1996, 96, 339.
12. 7. In our hands the ester 26 was best prepared by the following Wittig sequence: Formula presented
13. 8. Ito, Y.; Fujii, S.; Nakatsuka, M.; Kawamoto, F.; Saegusa, T.; Org. Synth. Coll. Vol. 6, 1988, 327.