
Journal of the Chemical Society. Chemical communications p. 774 - 775 (1983)
Update date:2022-08-03
Topics:
Yamamoto, Yoshinori
Maeda, Norihiko
Maruyama, Kazuhiro
The erythro-3-alkyl-2-hydroxypropionate unit in (4) is predominantly obtained via the reaction of but-2-enylstannane (2a) with glyoxylate esters (3) while the threo-isomer (5) is preferentially produced via 9-but-2-enyl-9-borabicyclo<3.3.1>nonane (2b); the former reaction has been applied to the enantioselective synthesis of verrucarinolactone (6).
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Doi:10.1007/BF00506887
(1983)Doi:10.1021/jo052637c
(2006)Doi:10.1016/j.tet.2005.12.033
(2006)Doi:10.1021/ol8018488
(2008)Doi:10.1021/jm201107g
(2012)Doi:10.1021/ja00317a050
(1984)