Unusual stereochemical course of epoxide rearrangement in a carvone-derived series

Tetrahedron Letters

Volumn 40, Issue 45, 1999, Pages 7969-7973

  Neef, Guenter ^a   Baesler, Siegfried ^a   Depke, Gisbert ^a   Vierhufe, Harry ^a  

^a BAYER PHARMA AG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CARVONE; EPOXIDE; KETONE;

ARTICLE; CHEMICAL MODIFICATION; STEREOCHEMISTRY;

EID: 0033527679     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01623-8     Document Type: Article

References (15)

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2. (b) Maruoka, K.; Sato, J.; Yamamoto, H. Tetrahedron 1992, 48, 3749-3762.
3. (c) Rickborn, B. In Comprehensive Organic Synthesis, Carbon-carbon σ-Bond Formation; Pattenden, G., Ed., Pergamon Press: Oxford, 1991; Vol. 3, Chapter 3.3, pp. 733-775.
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7. (a) Maruoka, K.; Ooi, T.; Nagahara, S.; Yamamoto, H. Tetrahedron 1991, 47, 6983-6998.
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15. 3, 300 MHz): δ=1.12 ppm (s, 3H, Me); 1.73 (s, 3H, Me); 3.98-4.07 (m, 1H, H-1); 4.73 and 4.75 (2s, 1H each, vinyl-H).