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Stereoselective Synthesis of Alcohols, XX. Diastereoselective Addition of γ-Alkoxyallylboronates to Aldehydes

✍ Scribed by Hoffmann, Reinhard W. ;Kemper, Bruno ;Metternich, Rainer ;Lehmeier, Thomas

Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
905 KB
Volume
1985
Category
Article
ISSN
0947-3440

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✦ Synopsis

Both the (Z)-and the (E)-y-alkoxy-substituted allylboronates 1 and 3 have been prepared. They add to aldehydes with a diastereoselectivity generally exceeding 90% to give the syn-(2) and anti-diol derivatives 4, respectively. The structure of one of these adducts has been established by conversion into exo-brevicomin (26).

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