Synthesis of 2-substituted 5, 7, 8-trimethyl-6-hydroxythiochromans and purported syntheses of sulfur-containing analogs of vitamin E

B Robillard, L Hughes, M Slaby…

Index: Robillard; Hughes; Slaby; et al. Journal of Organic Chemistry, 1986 , vol. 51, # 10 p. 1700 - 1704

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Citation Number: 26

Abstract

The syntheses of 5, 7, 8-trimethyl-, 2, 5, 7, 8-tetramethyl-, and 2, 2, 5, 7, 8-pentamethyl-6- hydroxythiochromans have been achieved by a Michael-type condensation of methyl acrylate and related methyl esters with 2, 3, 5-trimethyl-4-hydroxythiochromans followed by cyclization of the free acid and reduction. These three previously unknown compounds can serve as simple models for the still unknown 1-thia-a-tocopherol (l), which could not be ...