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Synthesis of chiral 1,3-dihydroisobenzofurans (phthalans) containing functional substituents in the 1-position

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Abstract

Chiral 3-methyl-1,3-dihydroisobenzofurans (phthalans) having a carbonyl or α-hydroxybenzyl group in position 1 were synthesized by cyclization of the corresponding trimethyl[(S)-1-phenylethyl]ammonium iodides. The configuration of the chiral centers in the products was determined by X-ray analysis.

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Dedicated to Full Member of the Russian Academy of Sciences N.S. Zefirov on His 70th Anniversary

Original Russian Text © V.M. Dem’yanovich, I.N. Shishkina, A.A. Kuznetsova, K.A. Potekhin, A.V. Chesnova, 2006, published in Zhurnal Organicheskoi Khimii, 2006, Vol. 42, No. 7, pp. 1006–1009.

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Dem’yanovich, V.M., Shishkina, I.N., Kuznetsova, A.A. et al. Synthesis of chiral 1,3-dihydroisobenzofurans (phthalans) containing functional substituents in the 1-position. Russ J Org Chem 42, 986–989 (2006). https://doi.org/10.1134/S1070428006070104

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  • DOI: https://doi.org/10.1134/S1070428006070104

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