Total synthesis of oleandolide [6]

Journal of the American Chemical Society

Volumn 121, Issue 39, 1999, Pages 9229-9230

  Hu, Tao ^a   Takenaka, Norito ^a   Panek, James S ^a  

^a Boston University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

OLEANDOLIDE;

CHEMICAL MODIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS; EPOXIDATION; LETTER; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0032830563     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja992370x     Document Type: Letter

References (26)

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26. (a) The selectivity of this TPAP oxidation is believed to originate from the positioning of the C11 equatorial proton into the center of the macrocycle making it inaccessible in the oxidative addition step involving the α-C-H bond to the oxo-metal bond (cf.: Ley, S. V.; Norman, J.; Griffith, W. P.; Marsden, S. P. Synthesis 1994, 639-666). (b) For the selective chromic acid oxidation see: Corey, E. J.; Melvin, L. S. Tetrahedron Lett. 1975, 929-932.