Synthetic studies toward Phorboxazole A. Stereoselective synthesis of the C3-C19 and C20-C32 subunits

Tetrahedron Letters

Volumn 40, Issue 12, 1999, Pages 2287-2290

  Williams, David R ^a   Clark, Michael P ^a   Berliner, Martin A ^a  

^a INDIANA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

MACROLIDE; PHORBOXAZOLE A; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CHIRALITY; CYCLIZATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033582998     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00209-9     Document Type: Article

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10. 2,-78°C, 10 min) provided the desired aldehyde 6 (90%).
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15. 3) δ 9.75 (t, J = 1.6 Hz, 1H), 7.47 (s, 1H), 6.17 (s, 1H), 4.03 (dddd, J = 8.8, 1.6, 1.6, 1.6 Hz, 1H), 3.53-3.48 (m, 2H), 2.72 (ddd, J = 16.8, 8.8, 2.0 Hz, 1H), 2.44 (s, 3H), 2.38 (ddd, J = 16.8, 8.0, 2.0 Hz, 1H), 1.89 (s, 3H), 1.82-1.69 (m, 2H), 0.98 (d, J = 6.4 Hz, 1H), 0.97 (t, J = 8.0 Hz, 9H), 0.77 (d, J = 6.4 Hz, 1H), 0.61 (q, J = 8.0 Hz, 1H).
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24. 2EtN, lutidine or DMAP.
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