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Practical total synthesis of 11-deoxydaunomycinone and the first total synthesis of 11-deoxydaunomycin

✍ Scribed by Yasumitsu Tamura; Shuji Akai; Hisakazu Kishimoto; Masayuki Kirihara; Manabu Sasho; Yasuyuki Kita


Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
288 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis


The first total synthesis of the naturally derived second generation anthracycline, ll-deoxydaunomycin (2) is described. Key steps in the synthesis of 1 include an efficient construction of cc-hydroxy methyl ketone moiety at Cg-position, a highly stereoselective synthesis of c>-C7,9-diol, and the first successful use of Cl3-acetal derivative for the qlycosidation.


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