First total synthesis of 11-oxa steroids

Tetrahedron Letters

Volumn 41, Issue 11, 2000, Pages 1767-1769

  Cachoux, Freßdeßric ^a   Ibrahim Ouali, Malika ^a   Santelli, Maurice ^a  

^a Facultedes Sci St Jerome   (France)

Author keywords

[No Author keywords available]

Indexed keywords

STEROID;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0034635791     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00195-7     Document Type: Article

References (20)

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13. The typical procedure of thermolysis is as follows: A solution of 6 (0.4 g, 1.33 mmol) in 20 mL of o-xylene was stirred under argon at 130°C for 12 h. After cooling, the solvent was removed under reduced pressure (0.2 mmHg). The resulting oil was purified by flash chromatography on silica gel (9:1 EP:EE) to afford compound 7a (0.17 g, 42.5%) and compound 7b (0.05 g, 12.5%).
14. 3) δ 1.50-2.20 (m, 9H), 2.76 (m, 2H), 2.94 (m, 1H), 3.54 (d, J=11.3 Hz, 1H), 3.76 (s, 3H), 4.01 (d, J=11.3 Hz, 1H), 4.11 (d, J=9.3 Hz, 1H), 4.94-5.09 (m, 2H), 5.53-5.71 (m, 1H), 6.74 (dd, J=2.4, 8.2 Hz, 1H), 6.98 (d, J=8.2 Hz, 1H), 7.09 (d, J=2.4 Hz, 1H).
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