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Stereoselective Syntheses of Alcohols, XXV. Generation of Enol Borates and Their Addition to Aldehydes

✍ Scribed by Hoffmann, Reinhard W. ;Ditrich, Klaus ;Fröch, Sybille

Publisher
John Wiley and Sons
Year
1987
Tongue
English
Weight
978 KB
Volume
1987
Category
Article
ISSN
0947-3440

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✦ Synopsis

Kctone

-derived en01 borates, wrpwidly those having a 4,433-tetramethyCi,3,2dioxaborolane unit, are stable compounds, which have been prepared either by borylation of lithium d t e s or by oxidation of vinylboronates. These E-or Z-enol boram add to aldehydes in a stereoconvergent reaction leading to sjwaldols. Aldehyde-derived en01 bomtes have a high tendency lowarcis polym&tion. Their in-situ addition to aldehydes pcrates 4 -a l k o x y -l , 3 , 2 -d i o x a b o ~ which are ioterndy protected Adoh.

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