| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1346240 | Tetrahedron: Asymmetry | 2011 | 5 Pages |
Abstract
Chiral phosphine-prolineamide 1a was employed as an organocatalyst in direct asymmetric aldol reactions of various aromatic aldehydes with ketones. Cyclohexanone led to the aldol products in up to 98% ee and with good diastereoselectivity using 10 mol % of TFA and 30 mol % of prolineamide 1a in DMF at 0 °C.
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(S)-N-(2-Diphenylphosphinophenyl)pyrrolidine-2-carboxamideC23H23N2OP[α]D25=-39.3 (c 0.30, CHCl3)Source of chirality: l-(−)-prolineAbsolute configuration: (S)
(S)-N-(2-Diphenylphosphorylphenyl)pyrrolidine-2-carboxamideC23H23N2O2P[α]D25=+36.8 (c 0.30, CHCl3)Source of chirality: l-(−)-prolineAbsolute configuration: (S)
Related Topics
Physical Sciences and Engineering
Chemistry
Inorganic Chemistry
Authors
Takashi Mino, Ayaka Omura, Yukari Uda, Kazuya Wakui, Yuri Haga, Masami Sakamoto, Tsutomu Fujita,