A convenient synthesis of a-ring-functionalized podolactones. Revision of the structure of wentilactone B

AF Barrero, MM Herrador, JF Quilez del Moral…

Index: Barrero, Alejandro F.; Herrador, Maria M.; Quilez Del Moral, Jose F.; Valdivia, Monica V. Organic Letters, 2002 , vol. 4, # 8 p. 1379 - 1382

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Citation Number: 22

Abstract

A new route to podolactones functionalized in the A ring has been achieved. Two key steps were employed in this synthesis, the construction of the bicyclic skeleton via a Mn (III)- mediated radical cyclization and the transformation of this bicyclic intermediate into the tetracyclic podolactone skeleton through a Pd (II)-mediated bislactonization of the corresponding conjugate diene. The reported synthesis of 3β-hydroxy-13, 14, 15, 16- ...