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Synthetic studies toward C-1027 chromophore: construction of a highly unsaturated macrocycle

โœ Scribed by Takeo Sasaki; Masayuki Inoue; Masahiro Hirama

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
87 KB
Volume
42
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Construction of the highly unsaturated macrolactone of C-1027 chromophore (1) was investigated. Coupling of three fragments (2, 3, 4) led to the seco-acids in a concise manner. The protecting groups on the seco-acids influenced the yield of macrolactonization, and efficient conversion from acetonide 13 to lactone 15 was achieved using the Corey-Nicolaou protocol. The desired atropisomer thus obtained was converted to triol 18a, which will serve as an important intermediate in the total synthesis of C-1027 chromophore.

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