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Stereoselective synthesis of alcohols, XLI. Chirality transfer to generate quaternary stereogenic centers by an allylboration reaction

✍ Scribed by Hoffmann, Reinhard W. ;Schlapbach, Achim


Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
399 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

The acyclic alcohols 13 and 14 having a neighboring quaternary stereogenic center can be obtained in diastereoselectivities of > 95% by addition of the ß,γ,γ‐trisubstituted allylboronates 12 to aldehydes. Starting from the nonracemic allylboronates 19 of presumed 84–92% e.e., we have obtained the alcohols 13a and 14a with the corresponding levels of the e.e.