A very short and efficient synthesis of (+)-conocephalenol

Tetrahedron Letters

Volumn 38, Issue 51, 1997, Pages 8853-8854

  Cossy, Janine ^a   Bouzbouz, Samir ^a,b   Hakiki, Abddhak ^b  

^a CNRS   (France)

^b FACULTÉ DES SCIENCES   (Morocco)

Author keywords

[No Author keywords available]

Indexed keywords

CONOCEPHALENOL; SESQUITERPENOID; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; ENANTIOMER; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030783849     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10391-4     Document Type: Article

References (13)

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2. Asakawa, Y. Progress in the Chemistry of Organic Natural Products, Ed. Herz, W.; Grisebach, H.; Kifby, G. W.; Springer-Verlarg, Wien, 1982, 42, 1; in Bryophites: Their Chemistry and Chemical Taxonomy, Ed. Zinsmeister, H. D.; Mues, R. Oxford University Press, Oxford, 1990, 369; in Bioactive Natural Products: Detection, Isolation, and Structural Determination, Ed. Colegate, S. M.; Molyneux, R. J., CRS Press, Florida, 1993, 319.
3. Asakawa, Y. Progress in the Chemistry of Organic Natural Products, Ed. Herz, W.; Grisebach, H.; Kifby, G. W.; Springer-Verlarg, Wien, 1982, 42, 1; in Bryophites: Their Chemistry and Chemical Taxonomy, Ed. Zinsmeister, H. D.; Mues, R. Oxford University Press, Oxford, 1990, 369; in Bioactive Natural Products: Detection, Isolation, and Structural Determination, Ed. Colegate, S. M.; Molyneux, R. J., CRS Press, Florida, 1993, 319.
4. Connolly, J. D. in Studies in Natural Products Chemistry, Ed. Atta-ur-Rahman, Elsevier, Amsterdam, 1988, 2, 273.
5. Stallard, M. O.; Fenical, W. Tetrahedron 1978, 34, 2077-2081.
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8. Preparation of 5-bromo-5-methylhexan-2-one: chemical equations presented.
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11. 3, 75 MHz) δ: 19.2 (q), 25.8 (q), 26.7 (q), 27.7 (d), 29.4 (q), 32.4 (s), 35.3 (t), 37.0 (t), 38.8 (t), 39.3 (d), 39.4 (t), 52.9 (d), 209.5 (s), 220.8 (s); MS (EI, 70 eV) m/z 224 (3), 209 (8), 195 (32), 168 (39), 153 (56), 111 (100).
12. 6, 75 MHz) δ: 18.4 (q), 26.8(q), 29.9 (q), 30.4 (s), 32.6 (t), 32.7 (q), 34.0 (t), 40.0 (t), 40.9 (d), 41.5 (t), 49.3(d), 128.7 (s), 157.1 (s), 198.9 (s); MS (EI, 70 eV) m/z 206 (71), 191 (100), 177 (4), 163 (50), 135 (34), 107 (49), 91 (21).
13. 6, 75 MHz) δ: 18.6 (q), 27.0 (q), 29.8 (q), 30.0 (t), 30.5 (q), 33.0 (s), 33.1 (q), 34.6 (t), 41.0 (t), 41.2 (d), 41.9 (t), 48.8 (d), 74.4 (s), 133.1 (s), 136.4 (s); MS (EI, 70 eV) m/z 222 (5), 207(81), 204 (82), 175(15), 164 (31), 149 (98), 59 (100).