Tetrahedron Letters p. 2535 - 2538 (1985)
Update date:2022-08-11
Topics:
Elliott, John D.
Steele, John
Johnson, William S.
TiCl4 catalyzes the essentially quantitative coupling of chiral acetals 1 with 1-t-butoxy-1-t-butyldimethylsilyloxyethene 2 to generate β-alkoxycarboxylates in wich the new asymmetric center is formed with excellent diastereoselection. β-Hydrocarboxylic acids of high ee result from removal of the chiral auxiliary.The procedure has been appllied to the synthesis of R-(+)-α-lipoic acid 10.
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Doi:10.1080/00397910701578578
(2007)Doi:10.1021/jacs.5b09158
(2015)Doi:10.1124/mol.115.098012
(2015)Doi:10.1016/j.tet.2017.03.014
(2017)Doi:10.1021/jo048736s
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