A simple methodology for the synthesis of 3,4-dihydroisocoumarins

Rama Rao, A. V. ; Reddeppa Reddy, D. (1986) A simple methodology for the synthesis of 3,4-dihydroisocoumarins Synthetic Communications, 16 (1). pp. 97-102. ISSN 0039-7911

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Related URL: http://dx.doi.org/10.1080/00397918608057694


In our studies' on the total synthesis of fredericamycin A, an antitumour antibiotic, it was desirable for us to have 1-hydroxyisochroman for building a model spiro-(4,4)-nonane system present in fredericamycin A. The most convenient approach to synthesize 1-hydroxyisochromans is by a suitable hydride reduction of the corresponding 3,4-dihydro-isocoumarins. However, most of the literature methods described for the synthesis of 3,4-dihydron L isocoumarins are quite lengthy and tedious. We describe, herein, a simple and convenient approach for the synttesis of substituted dihydroisocoumarins. This method is of general utility.

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