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(R,R)-2,3-Butanediol as chiral directing group in the synthesis of (S)-.alpha.-chloro boronic esters

✍ Scribed by Sadhu, Kizhakethil Mathew; Matteson, Donald S.; Hurst, Gerald D.; Kurosky, John M.


Book ID
124061787
Publisher
American Chemical Society
Year
1984
Tongue
English
Weight
450 KB
Volume
3
Category
Article
ISSN
0276-7333

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(R,R)-2,3-Butanediol and (s)-pinanediol
✍ Donald S. Matteson; J. Douglas Campbell πŸ“‚ Article πŸ“… 1990 πŸ› John Wiley and Sons 🌐 English βš– 638 KB

R,R)-Butanediol (dichloromethy1)boronate (1) with I equiv. allylmagnesium halide yields (R,R)-2,3butanediol (1 S)-(1 -chloro-3-butenyl)boronate (3) together with the diallylated product (R,R)-2,3-butanediol(1 -allyl-3-butenyl)boronate (4). The formation of 4 is unprecedented in reactions of a-chloro