原创力文档recent developments in the reformatsky-claisen rearrangement最近的事态发展在reformatsky-claisen重排.pdfVIP
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recent developments in the reformatsky-claisen rearrangement最近的事态发展在reformatsky-claisen重排
Molecules 2012, 17, 14249-14259; doi:10.3390/molecules171214249
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Review
Recent Developments in the Reformatsky-Claisen Rearrangement
Jun Ishihara * and Susumi Hatakeyama
Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521,
Japan; E-Mail: susumi@nagasaki-u.ac.jp
* Author to whom correspondence should be addressed; E-Mail: jishi@nagasaki-u.ac.jp;
Tel.: +81-95-819-2427; Fax: +81-95-819-2426.
Received: 8 November 2012; in revised form: 21 November 2012 / Accepted: 27 November 2012 /
Published: 30 November 2012
Abstract: The rearrangement of allyl -bromoacetates with Zn dust is known as the
Reformatsky-Claisen rearrangement. Whereas the Ireland-Claisen rearrangement has been
widely used in the synthesis of a diverse range of natural products, the Zn-mediated
Reformatsky-Claisen rearrangement has not been utilized so often. In this article, we will
provide an overview of recent advances in the Reformatsky-Claisen rearrangement field,
including the In-mediated Reformatsky-Claisen rearrangement we have recently developed.
Keywords: Reformatsky-Claisen rearrangement; Reformatsky reaction; Claisen
rearrangement; zinc; indium
1. Introduction
The development of new methods for stereoselective carbon-carbon bond formation has been
important in the creation of useful molecules such as drugs and other chemical entitie
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