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Addition of Allenylzinc Reagents, Prepared in Situ from Nonracemic Propargylic Mesylates, to Aldehydes. A New Synthesis of Highly Enantioenriched Homopropargylic Alcohols

✍ Scribed by Marshall, James A.; Adams, Nicholas D.


Book ID
120241673
Publisher
American Chemical Society
Year
1999
Tongue
English
Weight
81 KB
Volume
64
Category
Article
ISSN
0022-3263

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A convenient synthesis of functionalized propargylic alcohols arising from the 1,2-addition of lithium alkynyl-trimethyl borate onto aldehydes under transition metal free mild conditions is reported. The reaction tolerates a wide range of functional groups, is highly chemoselective and the propargyl