Tandem radical mediated 5-exo-trig, 6-endo-dig cyclization. Stereoselectivity, α-trimethylsilyl effect and the product spread - IV

Tetrahedron

Volumn 53, Issue 25, 1997, Pages 8401-8420

  Breithor, M ^a   Herden, U ^a   Hoffmann, H M R ^a  

^a LEIBNIZ UNIVERSITY HANNOVER   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

PYRANOSIDE;

ARTICLE; CYCLIZATION; DIASTEREOISOMER; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0030944786     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00519-X     Document Type: Article

References (21)

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3. Recent studies suggest that the enzymic cyclization to squalene epoxide proceeds via discrete cationic intermediates; see Corey, E. J.; Virgil, S. C.; Cheng, H.; Baker, C. H.; Matsuda, S. P. T.; Singh, V.; Sarshar, S. J. Am. Chem. Soc. 1995, 117, 11819 and subsequent papers.
4. 13C shifts and relative configuration has been established for medium ring α,α'-disecondary ethers of relevance in the synthesis of marine natural products. See Brandes, A.; Hoffmann, H. M. R. Tetrahedron 1995, 51, 145; see also Carling, R. W.; Clark, J. S.; Holmes, A. B. J. Chem. Soc. Perkin Trans I 1992, 83; H. Kotsuki, Synlett 1992, 97.
5. 13C shifts and relative configuration has been established for medium ring α,α'-disecondary ethers of relevance in the synthesis of marine natural products. See Brandes, A.; Hoffmann, H. M. R. Tetrahedron 1995, 51, 145; see also Carling, R. W.; Clark, J. S.; Holmes, A. B. J. Chem. Soc. Perkin Trans I 1992, 83; H. Kotsuki, Synlett 1992, 97.
6. 13C shifts and relative configuration has been established for medium ring α,α'-disecondary ethers of relevance in the synthesis of marine natural products. See Brandes, A.; Hoffmann, H. M. R. Tetrahedron 1995, 51, 145; see also Carling, R. W.; Clark, J. S.; Holmes, A. B. J. Chem. Soc. Perkin Trans I 1992, 83; H. Kotsuki, Synlett 1992, 97.
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