Synthesis of the cyclic isomer of the vitamin K1 dihydro derivative (naphthotocopherol) and its analogs with the shortened and ω-functionalized side chain

…, OV Knyshenko, MI Mallyabaeva, VN Odinokov

Index: Spivak; Knyshenko; Mallyabaeva; Odinokov Russian Chemical Bulletin, 2005 , vol. 54, # 4 p. 975 - 980

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Abstract

Abstract (2 RS, 4′ RS, 8′ RS)-Naphthotocopherol and its optically active short-chain analog were synthesized by the condensation of menadiol acetate with (3 RS, 7 RS, 11 RS)- isophytol and (3 RS, 4 S)-3, 4, 8-trimethylnon-1-en-3-ol (ee∼ 50%) in the presence of aluminosilicate Zeocar-10. Using (+)-camphor-10-sulfonic acid as a catalyst, naphthotocopherol analogs with the unsaturated isoprenoid side chain were obtained ...