STUDIES DIRECTED TOWARD THE TOTAL SYNTHESIS OF TETRONOLIDE .2. A STEREOSELECTIVE ROUTE TO THE RACEMIC CYCLOHEXENE SUBUNIT
STUDIES DIRECTED TOWARD THE TOTAL SYNTHESIS OF TETRONOLIDE .2. A STEREOSELECTIVE ROUTE TO THE RACEMIC CYCLOHEXENE SUBUNIT
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DOI：
10.1016/s0040-4039(00)79872-8
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发表时间：
1991-08-12
影响因子：
1.8
通讯作者：
WALTERS, MA
中科院分区：
文献类型：
--
作者：
BOECKMAN, RK;ESTEP, KG;WALTERS, MA
描述了一种用于制备外消旋形式的高度官能化的环己烯衍生物2的短立体选择性序列，所述环己烯衍生物2包含抗肿瘤tetrocarcins的糖苷配基tetroncin（1）的上段。 这条路线的一个关键要素是三烯烯醇丙酮酸4的快速组装和分子内环加成，这实现了对区域化学的完全控制和良好的立体化学控制。
A short stereoselective sequence is described for the preparation of the racemic form of the highly functionalized cyclohexene derivative 2 which comprises the upper segment of tetronolide (1), the aglycone of the antitumor tetrocarcins. A key element of this route is the rapid assembly and intramolecular cycloaddition of the trienyl enol pyruvate 4, which achieves complete control over regiochemistry and good stereochemical control.