N-Allyl-N-tert-butyldimethylsilylamine for chiral ligand-controlled asymmetric conjugate addition to tert-butyl alkenoatesElectronic supplementary information (ESI) available: general procedure for addition reaction, deallylation, silylation of allylamine and data for compounds. See http://www.rsc.org/suppdata/cc/b4/b405347h/
Doi, Hirohisa; Sakai, Takeo; Yamada, Ken-ichi; Tomioka, Kiyoshi; Doi Hirohisa; Graduate School of Pharmaceutical Sciences, Kyoto University; Sakai Takeo; Graduate School of Pharmaceutical Sciences, Kyoto University; Yamada Ken-ichi; Graduate School of Pharmaceutical Sciences, Kyoto University; Tomioka Kiyoshi; Graduate School of Pharmaceutical Sciences, Kyoto University
Журнал:
Chemical Communications
Дата:
2004
Аннотация:
The chiral ligand controlled asymmetric conjugate addition reaction of lithium N-allyl-N-(tert-butyldimethylsilyl)amide to alkenoates proceeded smoothly to give, after protodesilylation, the corresponding 3-allylaminoalkanoates with high enantioselectivities in high yields. The allyl group on the nitrogen atom was easily removable to afford 3-aminoalkanoates.
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