| 학회 | 한국공업화학회 |
| 학술대회 | 2017년 봄 (05/10 ~ 05/12, 광주 김대중컨벤센센터(Kimdaejung Convention Center)) |
| 권호 | 21권 1호 |
| 발표분야 | 정밀화학 |
| 제목 | 베타-아미노-알파-하이드록시 산 합성을 위한 한 반응기 카이랄성 합성 단위체의 합성 |
| 초록 | β-amino-α-hydroxy acids have been attracted much attention since they are not only useful building blocks in many biologically active natural products but also useful chiral auxiliaries. In our previous reports, stereoselective conjugate addition of the N-hydroxymethyl group moiety in an intramolecular manner was reported to produce trans-oxazolidine-5-carboxylates which are synthons in the synthesis of β-amino-α-hydroxy acids In this study, large scale one-pot synthesis of methyl trans-oxazolidine-5-carboxylates from N-hydroxymethyl-L-phenylalaninal is introduced. During the process, phenylsulfonylnitromethane was used to induce the intramolecular conjugate addition reaction, and Nef reaction by ozonolysis gave the methyl trans-oxazolidine-5-carboxylates in 41~48% yields. |
| 저자 | 이윤재, 서영란, 문소정, 최희찬, 김영규 |
| 소속 | 서울대 |
| 키워드 | 카이랄 합성 단위체; 베타-아미노-알파-하이드록시 산; 분자내 콘쥬게이션 첨가 |
