Diastereoselective Synthesis of Polypropionates: Cationic Couplings of 4-Acetoxy-1,3-Dioxanes with Crotyl-Metal Reagents

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• 作者：Rychnovsky ; Scott D. ; Sinz ; Christopher J.
• 刊名：Tetrahedron Letters
• 出版年：1998
• 出版时间：September 17, 1998
• 年：1998
• 卷：39
• 期：38
• 页码：6811-6814
• 全文大小：146 K

文摘

Lewis acids promote the coupling of 4-acetoxy-1,3-dioxanes 1 with crotyl-metal species to generate propionate motifs such as 2. The reactions show a marked dependence on Lewis acid, the crotyl metal species, and the presence and stereochemical disposition of a C5 methyl group. A 1,3-syn methyl relationship is favored in these additions.