Applications of crotyldiisopinocampheylboranes in synthesis: a formal total synthesis of (+)-calyculin A
| العنوان: | Applications of crotyldiisopinocampheylboranes in synthesis: a formal total synthesis of (+)-calyculin A |
|---|---|
| المؤلفون: | James A. Hendrix, Shun ichiro Hachiya, Kiyoshi Horita, Anthony G. M. Barrett, James W. Malecha, Andrew Vansickle, Oren P. Anderson, Christopher J. Parkinson, Jeremy J. Edmunds |
| المصدر: | Canadian Journal of Chemistry. 79:1562-1592 |
| بيانات النشر: | Canadian Science Publishing, 2001. |
| سنة النشر: | 2001 |
| مصطلحات موضوعية: | chemistry.chemical_compound, Aldol reaction, Chemistry, Stereochemistry, Metabolite, Organic Chemistry, Total synthesis, Organic chemistry, Phosphatase inhibitor, General Chemistry, Calyculin A, Catalysis, Calyculin |
| الوصف: | The formal total synthesis of the marine metabolite (+)-calyculin A is reported. The key steps involve (i) the use of Brown allylboration chemistry to control the relative and absolute stereochemistry of homoallylic alcohol arrays, thus setting eight of the desired stereocenters; (ii) Stille coupling methodology in the construction of the cyano tetraene unit of the natural product; and (iii) a modified CornforthMeyers approach to the synthesis of the oxazole fragment.Key words: calyculin, marine natural product, phosphatase inhibitor, total synthesis, palladium catalyzed coupling reactions, allylboration reactions, aldol reactions, spiroketal, CornforthMeyers oxazole reaction. |
| تدمد: | 1480-3291 0008-4042 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::36cb1762a5b5724817206219fa2386cd https://doi.org/10.1139/v01-133 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi...........36cb1762a5b5724817206219fa2386cd |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 14803291 00084042 |
|---|