NDLI: Bismuth-Mediated Switchable Regioselective Carbometalation

Content Provider	Semantic Scholar
Author	Knochel, Paul Steib, Andreas K.
Copyright Year	2014
Abstract	Significance: Baba and co-workers report a novel carbobismuthination reaction of alkenes using bismuth trihalides and ketene silyl acetals. Furthermore, in this protocol, the first switch in regioselectivity of the carbometalation using BiCl3 instead of BiBr3 is reported. Comment: The resultant alkylbismuth compounds react with a range of reagents in order to give functionalized aliphatics. Therefore, reaction with N-bromosuccinimide furnishes the bromide, reaction with AIBN and PhSSPh introduces a thiophenyl group, and PhI(OAc)2 in combination with TMSOAc gives the acetate. R1 OR 4 OSi R2
Starting Page	80
Ending Page	80
Page Count	1
File Format	PDF HTM / HTML
DOI	10.1055/s-0033-1340367
Volume Number	10
Alternate Webpage(s)	https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0033-1340367.pdf
Alternate Webpage(s)	https://doi.org/10.1055/s-0033-1340367
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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