Proceedings of the PSK Conference (대한약학회:학술대회논문집)
- 2003.04a
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- Pages.252.1-252.1
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- 2003
Highly Enantioselective Synthesis of a-Alkyl-alanines via the Catalytic Phase-Transfer Alkylation of 2-Naphthyl aldimine tert-butyl ester by using O(9)-Allyl-N(1)-2'3'4'-trifluorobenzylhydrocinchoni
- Jew, Sang-Sup (Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University) ;
- Lee, Jeong-Hee (Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University) ;
- Yoo, Mi-Sook (Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University) ;
- Lee, Yeon-Ju (Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University) ;
- Jeong, Byeong-Seon (Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University) ;
- Park, Boon-Saeng (Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University) ;
- Kim, Myoung-Goo (Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University) ;
- Park, Hyeung-Geun (Research Institute of Pharmaceutical Science and College of Pharmacy, Seoul National University)
- Published : 2003.04.01
Abstract
Systematic investigations to develop an efficient enantioselective synthetic method for a-alkyl-alanine by the catalytic phase-transfer alkylation were performed. The alkylation of 2-naphthyl aldimine tert-butyl ester, 1 E with RbOH and O(9)-allyl-N-2'3'4'-trifluorobenzylhydrocinchonidinium bromide, 6, at \ulcorner5 \ulcorner\ulcorner showed the highest enantioselectivities, up to 96％ ee.
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