Heterocycles p. 373 - 376 (1987)
Update date:2022-07-29
Topics:
Kano, Shinzo
Yuasa, Yoko
Shibuya, Shiroshi
Treatment of 5-substituted 4-ethoxyoxazolidin-2-ones (10a-f, 13a,b) with allyltrimethylsilane in the presence of titanium tetrachloride gave the corresponding trans-4,5-disubstituted oxazolidin-2-ones (14a-f, 16a,b), respectively, with high diastereoselectivity.Methallylation of 13a,b with methallyltrimethylsilane yielded 16c,d, respectively.Ring cleavage of 14a-f afforded the corresponding threo vicinal amino alcohols 17a-f, respectively.
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Doi:10.1016/S0040-4039(00)96234-8
(1987)Doi:10.1016/j.jorganchem.2021.121924
(2021)Doi:10.1021/jo048858k
(2004)Doi:10.1002/jhet.5570240342
(1987)Doi:10.1016/j.bmcl.2008.12.017
(2009)Doi:10.1021/jm00400a018
(1988)
