Syntheses of isochromane analogues of the michellamines and korupensamines

CB de Koning, JP Michael…

Index: De Koning, Charles B.; Michael, Joseph P.; Van Otterlo, Willem A.L. Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 5 p. 799 - 811

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Citation Number: 35

Abstract

Syntheses of the oxygen analogues 6, 7 and 8 of the michellamines 1 and korupensamines 2 are described. Racemic 5-iodo-6, 8-dimethoxy-trans-1, 3-dimethylisochromane 10 was synthesised in eleven steps from 2, 4-dimethoxybenzaldehyde in an overall yield of 51%. The isopropoxy analogue 11 was synthesised in a similar manner. Isochromane 10 was coupled using Suzuki methodology with 4-isopropoxy-5-methoxy-7-methylnaphthalene-1- ...