Indium(III)-Catalyzed Asymmetric Hetero-Diels鈥揂lder Reaction of Brassard-Type Diene with Aliphatic Aldehydes
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- 作者：Lili Lin ; Yulong Kuang ; Xiaohua Liu ; Xiaoming Feng
- 刊名：Organic Letters
- 出版年：2011
- 出版时间：August 5, 2011
- 年：2011
- 卷：13
- 期：15
- 页码：3868-3871
- 全文大小：789K
- 年卷期：v.13,no.15(August 5, 2011)
- ISSN：1523-7052
文摘
A highly diastereo- and enantioselective hetero-Diels鈥揂lder (HDA) reaction of a Brassard-type diene with aliphatic aldehydes has been developed. The chiral N,N鈥?/i>-dioxide L2/In(OTf)3 complex was efficient toward the obtention of the corresponding 尾-methoxy-纬-methyl 伪,尾-unsaturated 未-lactones in good yields (up to 86%) as well as dr and ee values (up to 97:3 cis/trans and 94% ee). In addition, the product 4a could be easily transformed into the methyl-protected epi-prelactone B by hydrogenation.