PREPARATION OF MONOSILYL ETHERS OF VICINAL DIOLS
PREPARATION OF MONOSILYL ETHERS OF VICINAL DIOLS
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DOI：
10.3891/acta.chem.scand.46-0757
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发表时间：
1992-08-01
期刊：
影响因子：
--
通讯作者：
UNDHEIM, K
中科院分区：
文献类型：
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作者：
ANTONSEN, O;BENNECHE, T;UNDHEIM, K
单甲硅烷基保护的邻位二醇可以通过α-羟基烷基锡烷的甲硅烷基衍生物的锂化和随后加成到羰基化合物来制备。最初形成的锂物质的并行反应是反向布鲁克重排，以产生α-羟烷基硅烷。或者，单甲硅烷基保护的二醇通过碘化钐（II）介导的α-卤代烷氧基硅烷和羰基化合物之间的Barbier型反应制备。
Monosilyl-protected vicinal diols can be prepared by lithiation of silyl derivatives of alpha-hydroxyalkylstannanes and subsequent addition to carbonyl compounds. Concurrent reaction of the lithium species initially formed is a reverse Brook rearrangement to yield alpha-hydroxyalkylsilanes. Alternatively, the monosilyl protected diols were prepared by a samarium(II) iodide mediated Barbier type reaction between alpha-haloalkoxysilanes and carbonyl compounds.