Sequential Asymmetric Catalysis in Michael鈥揗ichael鈥揗ichael鈥揂ldol Reactions: Merging Organocatalysis with Photoredox Catalysis in a One-Pot Enantioselective Synthesis of Highly Functionalized Decalines
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- 作者：Bor-Cherng Hong ; Cheng-Wei Lin ; Wei-Kai Liao ; Gene-Hsiang Lee
- 刊名：Organic Letters
- 出版年：2013
- 出版时间：December 20, 2013
- 年：2013
- 卷：15
- 期：24
- 页码：6258-6261
- 全文大小：238K
- 年卷期：v.15,no.24(December 20, 2013)
- ISSN：1523-7052
文摘
An expedited method has been developed for the enantioselective synthesis of highly functionalized decaline systems containing seven contiguous stereogenic centers with high enantioselectivities (>99% ee). The one-pot methodology comprises a cascade of organocatalytic double Michael鈥損hotocatalyzed Michael鈥揳ldol reactions of ethyl 2-bromo-6-formylhex-2-enoate, 尾-alkyl-伪,尾-unsaturated aldehydes, and 伪-alkyl-伪,尾-unsaturated aldehydes. The structure and absolute configuration of an appropriate product were confirmed by X-ray analysis.