Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst.
Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst.
复制标题
使用 (H8-BINOLate)Ti 基催化剂催化酮的不对称甲基烯丙基化。
DOI：
10.1021/ol061417y
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发表时间：
2006
期刊：
影响因子：
5.2
通讯作者：
Walsh,PatrickJ
中科院分区：
文献类型：
--
作者：
Kim,JeungGon;Camp,ElizabethH;Walsh,PatrickJ
首次报道了酮的催化不对称甲基烯丙基化反应。由四异丙醇钛、H8-BINOL、2-丙醇和四甲基烯丙基锡烷生成的催化剂与酮在乙腈中反应，以相当高的产率（55 - 99%）和相当高的对映选择性（46 - 90%）得到叔高烯丙醇。所得产物的臭氧分解提供了获得手性β-羟基酮的途径，其不容易由丙酮与酮的直接不对称羟醛缩合反应制备。
The first catalytic asymmetric methallylation of ketones is reported. The catalyst, which is generated from titanium tetraisopropoxide, H8-BINOL, 2-propanol, and tetramethallylstannane, reacts with ketones in acetonitrile to afford tertiary homoallylic alcohols in fair to excellent yields (55−99%) and fair to high enantioselectivities (46−90%). Ozonolysis of the resulting products provides access to chiral β-hydroxy ketones, which are not readily prepared from direct asymmetric aldol reaction of acetone with ketones.