Enantioselective α-Benzoyloxylation of Malonic Diesters by Phase-Transfer Catalysis
Kanemitsu, T; Sato, M; Yoshida, M; Ozasa, E; Miyazaki, M; Odanaka, Y; Nagata, K; Itoh, T
| HERO ID | 4923459 |
|---|---|
| In Press | No |
| Year | 2016 |
| Title | Enantioselective α-Benzoyloxylation of Malonic Diesters by Phase-Transfer Catalysis |
| Authors | Kanemitsu, T; Sato, M; Yoshida, M; Ozasa, E; Miyazaki, M; Odanaka, Y; Nagata, K; Itoh, T |
| Journal | Organic Letters |
| Volume | 18 |
| Issue | 21 |
| Page Numbers | 5484-5487 |
| Abstract | A highly enantioselective α-benzoyloxylation of malonic diester has been achieved by phase-transfer catalysis. The reaction of α-monosubstituted tert-butyl methyl malonate with benzoyl peroxide in the presence of aqueous KOH and N-(9-anthracenylmethyl)cinchoninium chloride afforded the corresponding α,α-disubstituted products in generally excellent chemical yields (up to 99% yield) with high enantioselectivities (up to 96% ee). In addition, the utility of this methodology was exhibited by the synthesis of a mineralocorticoid receptor antagonist. |
| Doi | 10.1021/acs.orglett.6b02682 |
| Pmid | 27754680 |
| Wosid | WOS:000387303200010 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |
| Language Text | English |