Structure and synthesis of petrosynes, new acetylenic enol ether glycerides from the Okinawan marine sponge of the genus Petrosia

…, M Kitade, T Kashiwagi, Y Yamada

Index: Iguchi, Kazuo; Kitade, Makoto; Kashiwagi, Toshihiko; Yamada, Yasuji Journal of Organic Chemistry, 1993 , vol. 58, # 21 p. 5690 - 5698

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Citation Number: 27

Abstract

Acetylenic enol ether glycerides, 1 and 3, were found in the Okinawan marine sponge of the genus Petrosia. The plane structures of these glycerides were deduced from spectroscopic analysis. Their complete structures were established by enantioselective total synthesis of all possible stereoisomers using (R)-lO-benzylglycerol and ita (@-enantiomer, prepared from D-mannitol and L-ascorbic acid, respectively, as chiral building blocks. The synthesis ...