Tetrahedron

A versatile approach to 6-substituted-5-methoxy-δ-lactam framework and application to the formal synthesis of (±)-homopumiliotoxin 223G

BF Chen, MR Tasi, CY Yang, JK Chang, NC Chang

Index: Chen, Bo-Fong; Tasi, Min-Ruei; Yang, Cheng-Yu; Chang, Jung-Kai; Chang, Nein-Chen Tetrahedron, 2004 , vol. 60, # 45 p. 10223 - 10231

Full Text: HTML

Citation Number: 39

Abstract

Of the various 6-substituted-5-methoxy-δ-lactams were synthesized from α-sulfonyl acetamide in 4 steps in good yield. The key glutarimides were obtained via facile [3+ 3] annulation. The method featured regioselective introduction of C-6 substituents in glutarimides. Synthesis of tribenzyl lactam and the formal synthesis of (±)-homopumiliotoxin 223G were also reported.