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|Title:||A new route to 3-hydroxyphthalides: application to the synthesis of racemic [5-¹³C] daunomycinone|
|Other Titles:||A new route to 3-hydroxyphthalides: application to the synthesis of racemic [5-(13)C] daunomycinone|
|Citation:||Tetrahedron Letters, 1986; 27(29):3431-3434|
|Anna M. Becker, Robert W. Irvine, Alison S. McCormick, Richard A. Russell, Ronald N. Warrener|
|Abstract:||Lithiation (n-BuLi) of the (3′-methoxyphenyl) oxazoline (2a) occurs specifically at C2′ and, following carboxylation (CO2/13CO2) and esterification, yields the phthalate derivative (e.g.5a). Elaboration of the oxazoline-ring furnishes the related aldehydes which spontaneously cyclise to form the 3-hydroxyphthalides (8/10). The title[5-13C] anthracyclinone (20) is produced from 3-cyanophthalide (11) in good yield and with excellent isotopic efficiency.|
|Rights:||Copyright status unknown|
|Appears in Collections:||Chemistry publications|
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