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A highly enantioselective synthesis of (−)- and (+)-juglomycin A through Dötz annulation and asymmetric dihydroxylation

✍ Scribed by Rodney A. Fernandes; Vijay P. Chavan

Book ID
104095328
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
115 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

A highly enantioselective synthesis of (À)-and (+)-juglomycin A, a quinone antibiotic is described. The synthesis is completed in eight steps, and 19% overall yield and in a high enantioselectivity of 99.5% [for (À)-juglomycin A] and 98.5% [for (+)-juglomycin A]. The synthetic strategy features an efficient combination of the Do ¨tz annulation reaction and asymmetric dihydroxylation as the keys steps.

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