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ChemInform Abstract: Regio- and Stereochemistry on the Electrophilic Trapping of Allylic Samariums Generated by Reductive Cleavage of Allylic Ethers with (C5Me5)2Sm(thf)n.

✍ Scribed by K. TAKAKI; T. KUSUDO; S. UEBORI; T. NISHIYAMA; T. KAMATA; M. YOKOYAMA; K. TAKEHIRA; Y. MAKIOKA; Y. FUJIWARA


Publisher
John Wiley and Sons
Year
2010
Weight
41 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


Regio-and Stereochemistry on the Electrophilic Trapping of Allylic Samariums Generated by Reductive Cleavage of Allylic Ethers with (C 5 Me 5 ) 2 Sm(thf )n.

-The reductive cleavage of the C-O bond of allylic benzyl ethers with Sm(C 5 Me 5 ) 2 (thf) 2 leads to substituted allylic Sm complex intermediates, which are trapped by electrophiles. The regioselectivity of this reaction is opposite to that previously reported for allylic lanthanides generated by transmetalation and halogen-metal exchange and depends on the kind of the electrophile. -(TAKAKI, K.;