Stereoselective Synthesis of 2,6-trans-Tetrahydropyran via Primary Diamine-Catalyzed Oxa-Conjugate Addition Reaction of 伪,尾-Unsaturated Ketone: Total Synthesis of Psymberin
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- 作者：Seong Rim Byeon ; Heekwang Park ; Hyoungsu Kim ; Jiyong Hong
- 刊名：Organic Letters
- 出版年：2011
- 出版时间：November 4, 2011
- 年：2011
- 卷：13
- 期：21
- 页码：5816-5819
- 全文大小：823K
- 年卷期：v.13,no.21(November 4, 2011)
- ISSN：1523-7052
文摘
The total synthesis of psymberin was achieved employing a readily available chiral epoxide to prepare two of the three subunits in the natural product. The key reaction was a highly stereoselective organocatalytic oxa-conjugate addition reaction of 伪,尾-unsaturated ketone catalyzed by primary diamine for the synthesis of the 2,6-trans-tetrahydropyran embedded in psymberin.