Synlett

New synthetic methods for seven-and eight-membered cyclic ethers based on the ring-expansion reactions of hydroxy or lithioxy methoxyallenylisochroman …

Y Nagao, S Tanaka, K Hayashi, S Sano, M Shiro

Index: Nagao, Yoshimitsu; Tanaka, Satoru; Hayashi, Kazuhiko; Sano, Shigeki; Shiro, Motoo Synlett, 2004 , # 3 p. 481 - 484

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Citation Number: 2

Abstract

Abstract The Pd (0)-catalyzed ring-expansion reactions of hydroxy methoxyallenyl-4, 4- dialkylisochroman derivatives in the presence of P (o-tolyl) 3 proceeded smoothly via hydropalladation to give 3-benzoxepan-1-one derivatives in high yields. Treatment of isochroman-1-one derivatives with lithio methoxyallene followed by quenching the reaction with water furnished 3-benzoxocan-6-one derivatives in good yields.