Keränen Mark D, Kot Kinga, Hollmann Christoph, Eilbracht Peter
Fachbereich Chemie, Organische Chemie I, Universität Dormund, Otto-Hahn-Strasse 6, D-44227 Dortmund, Germany.
Org Biomol Chem. 2004 Nov 21;2(22):3379-84. doi: 10.1039/B410718G. Epub 2004 Oct 11.
Three different modes of hydroformylation/aldol reaction sequences involving either acid-catalysed aldol reactions, Mukaiyama aldol addition of pre-formed enolsilanes or aldol addition of in situ generated boron enolates can be applied to unsaturated ketones and ketoesters to afford the corresponding carbocyclic aldol adducts in good yields proceeding through the intermediate activated ketoaldehydes. In selected cases, complimentary, synthetically useful diastereoselectivities were observed in the products.
三种不同模式的氢甲酰化/羟醛缩合反应序列,涉及酸催化的羟醛缩合反应、预制烯醇硅烷的 Mukaiyama 羟醛加成或原位生成的硼烯醇盐的羟醛加成,可应用于不饱和酮和酮酯,通过中间活化的酮醛以良好的产率得到相应的碳环羟醛加合物。在某些情况下,产物中观察到了互补的、具有合成用途的非对映选择性。