Formal synthesis of 14-membered unsymmetrical bis-macrolactone, (−)-colletodiol was accomplished from homopropargylic alcohol derivative. Building of the two different hydroxy acid fragments from the same intermediate of homoallylic alcohol was particularly advantageous. A Sharpless asymmetric dihydroxylation, homologation of carbon chain, a Pinnick oxidation, and a macrolactonization to assemble the 14-membered macrodiolide were the additional salient features of this convergent synthesis.

中文翻译：

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十四元不对称双大环内酯（-）-二十二醇的形式合成

由均丙醇衍生物完成14元不对称双-大环内酯（-）-二十二醇的正式合成。由同烯丙基醇的相同中间体构建两个不同的羟基酸片段是特别有利的。这种聚合合成的其他显着特征是：无尖锐的不对称二羟基化，碳链的同源性，Pinnick氧化和大环内酯化以组装14元大环氧化物。