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Synthesis 2010(15): 2670-2678
DOI: 10.1055/s-0029-1218845
DOI: 10.1055/s-0029-1218845
PSP
© Georg Thieme Verlag
Stuttgart ˙ New York
Efficient Preparation of Polyfunctional Organometallics via Directed ortho-Metalation
Further Information
Received
22 April 2010
Publication Date:
29 June 2010 (online)
Publication History
Publication Date:
29 June 2010 (online)
Abstract
Highly functionalized organometallics are efficiently prepared in larger quantities (up to 4 g) by directed ortho-metalation using the previously reported amide bases TMP2Mn˙2MgCl2˙4LiCl (TMP = 2,2,6,6-tetramethylpiperidyl), TMP2Fe˙2MgCl2˙4LiCl and TMP3La˙3MgCl2˙5LiCl. The resulting organometallics undergo various reactions with electrophiles like acid chlorides, alkyl iodides, or aldehydes and provide the corresponding products in good to excellent yields.
Key words
directed metalation - organometallics - metal amides - catalysis - LiCl
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