Zn-Catalyzed Asymmetric Allylation for the Synthesis of Optically Active Allylglycine Derivatives. Regio- and Stereoselective Formal 
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- 作者：Mari Fujita ; Takashi Nagano ; Uwe Schneider ; Tomoaki Hamada ; Chikako Ogawa ; Sh
//pubs.acs.org/images/entities/umacr.gif" border="0"> Kobayashi
- 刊名：Journal of the American Chemical Society
- 出版年：2008
- 出版时间：March 12, 2008
- 年：2008
- 卷：130
- 期：10
- 页码：2914 - 2915
- 全文大小：67K
- 年卷期：v.130,no.10(March 12, 2008)
- ISSN：1520-5126
文摘
We have developed Zn-catalyzed asymmetric allylation of hydrazono esters with allylboronates. The reactions proceeded smoothly in high yields and high stereoselectivities. Remarkably, formal 
gifchars/alpha.gif" BORDER=0>-addition occurred for gifchars/alpha.gif" BORDER=0>-substituted allylboronates exclusively, and excellent stereoselectivities were observed. This is the first example of catalytic regio- and stereoselective allylations with formal gifchars/alpha.gif" BORDER=0>-addition. In addition, the reaction proceeded in aqueous media, and the use of water is essential. Zn(OH)2 might be a catalyst in this asymmetric allylation, and the catalytic activity of Zn(OH)2 was confirmed. This is also the first case of chiral metal hydroxide-catalyzed asymmetric reactions.
gifchars/alpha.gif" BORDER=0>-addition occurred for gifchars/alpha.gif" BORDER=0>-substituted allylboronates exclusively, and excellent stereoselectivities were observed. This is the first example of catalytic regio- and stereoselective allylations with formal gifchars/alpha.gif" BORDER=0>-addition. In addition, the reaction proceeded in aqueous media, and the use of water is essential. Zn(OH)2 might be a catalyst in this asymmetric allylation, and the catalytic activity of Zn(OH)2 was confirmed. This is also the first case of chiral metal hydroxide-catalyzed asymmetric reactions.