Total synthesis of elaiophylin (azalomycin B)

K Toshima, K Tatsuta, M Kinoshita

Index: Toshima; Tatsuta; Kinoshita Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 7 p. 2369 - 2381

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Citation Number: 75

Abstract

Antibiotic elaiophylin (1) has been first synthesized by a convergent route involving aldol coupling of (5R, 6R, 7R)-5-O-[2-deoxy-3, 4-bis-O-(isopropyldimethylsilyl)-α-L-fucopyranosyl]- 6-ethyl-7-O-(diethylisopropylsilyl)-5, 7-dihydroxy-3-octanone (25f) and (7S, 8S, 15S, 16S: 3E, 5E, 11E, 13E)-8, 16-bis [(1R)-1-formylethyl]-7, 15-dimethyl-1, 9-dioxa-3, 5, 11, 13- cyclohexadecatetraene-2, 10-dione (3), followed by desilylation. The appropriately O- ...

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