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Enantioselective synthesis of alpha-halo-alpha-alkylmalonates via phase-transfer catalytic alpha-alkylation
- Hong, Suckchang;
- Kim, Minsik;
- Jung, Myunggi;
- Ha, Min Woo;
- Lee, Myungmo;
- ... Kim, Mi-hyun;
- 외 4명
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10초록
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).
키워드
QUATERNARY STEREOGENIC CENTERS; 1,3-DICARBONYL COMPOUNDS; CONJUGATE ADDITION; MICHAEL REACTION; BUILDING-BLOCKS; AMINO-ACIDS; ESTERS; CONSTRUCTION; NITROALKENES; FLUORINATION
- 제목
- Enantioselective synthesis of alpha-halo-alpha-alkylmalonates via phase-transfer catalytic alpha-alkylation
- 저자
- Hong, Suckchang; Kim, Minsik; Jung, Myunggi; Ha, Min Woo; Lee, Myungmo; Park, Yohan; Kim, Mi-hyun; Kim, Taek-Soo; Lee, Jihoon; Park, Hyeung-geun
- 발행일
- 2014-03
- 유형
- Article
- 권
- 12
- 호
- 9
- 페이지
- 1510 ~ 1517
- 언어
- ENG
- 출판사
- ROYAL SOC CHEMISTRY
- 발행국가
- 영국
- 분량
- 8 페이지
- ISSN
- E 1477-0539
P 1477-0520