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Enantioselective synthesis of alpha-halo-alpha-alkylmalonates via phase-transfer catalytic alpha-alkylation
- Authors
- Hong, Suckchang; Kim, Minsik; Jung, Myunggi; Ha, Min Woo; Lee, Myungmo; Park, Yohan; Kim, Mi-hyun; Kim, Taek-Soo; Lee, Jihoon; Park, Hyeung-geun
- Issue Date
- Mar-2014
- Publisher
- ROYAL SOC CHEMISTRY
- Citation
- ORGANIC & BIOMOLECULAR CHEMISTRY, v.12, no.9, pp.1510 - 1517
- Journal Title
- ORGANIC & BIOMOLECULAR CHEMISTRY
- Volume
- 12
- Number
- 9
- Start Page
- 1510
- End Page
- 1517
- ISSN
- 1477-0520
- Abstract
- A new enantioselective synthetic method for alpha-halo-alpha-alkylmalonates is reported. alpha-Alkylation of diphenylmethyl tert-butyl alpha-halomalonates under phase-transfer catalytic conditions (solid KOH, toluene, -40 degrees C) in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide (5 mol%) afforded diphenylmethyl tert-butyl alpha-halo-alpha-alkylmalonates in very high chemical yields (up to 99%) and optical yields (up to 93% ee).
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Related Researcher
- Kim, Mi Hyun
- Pharmacy (Dept.of Pharmacy)