Design and implementation of an efficient synthetic approach to pyranosylated indolocarbazoles: Total synthesis of (+)-RK286c, (+)-MLR-52, (+)-staurosporine, and (-)-TAN-1030a

Journal of the American Chemical Society

Volumn 119, Issue 41, 1997, Pages 9652-9661

  Wood, John L ^a   Stoltz, Brian M ^a   Goodman, Steven N ^a   Onwueme, Kenolisa ^a  

^a YALE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4' DEMETHYLAMINO 4' HYDROXYSTAUROSPORINE; MLR 52; NATURAL PRODUCT; STAUROSPORINE; TAN 1030A; UNCLASSIFIED DRUG;

DRUG DESIGN; DRUG SYNTHESIS; MODEL; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OXIDATION; REACTION ANALYSIS; SHORT SURVEY; STEREOCHEMISTRY;

EID: 0030665684     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja971304x     Document Type: Short Survey

References (32)

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23. 4NBr resulted in either no reaction or the production of i
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25. Dimethyl acetal 33 proved difficult to isolate and was subject to rapid hydrolysis upon attempted purification.
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28. The reaction proceeded sluggishly and required stirring at 25-30 °C for 24 h, noticeably longer than in the model system.
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31. The materials and methods used in these experiments were identical to those reported in the preceding article.
32. Due to space limitations, experimental details pertaining to reactions performed on substrates lacking the fully functionalized aglycon have been included as Supporting Information.