Synthesis of substituted (D)-phenylalanine derivatives by regioselective reduction of enantiomerically pure cis-2,3-disubstituted aziridines

Chang, JW; Bae, JH; Shin, SH; Park, CS; Choi, D; Lee, WK

doi:10.1016/S0040-4039(98)02095-4

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Synthesis of substituted (D)-phenylalanine derivatives by regioselective reduction of enantiomerically pure cis-2,3-disubstituted aziridines

Chang, JW;
Bae, JH;
Shin, SH;
Park, CS;
Choi, D;
... Lee, WK

Citations

WEB OF SCIENCE

29

Citations

SCOPUS

30

초록

Various N-(R)-(+)-(alpha-methylbenzyl)-(2R,3R)-disubstituted aziridines were prepared by intramolecular cyclization. The regioselective reduction of the ring C(3)-N bond in the presence of (Boc)(2)O by catalytic hydrogenation with atmospheric pressure of hydrogen provides (D)-phenylalaninol analogues in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

키워드

amino acids and derivatives; chiral aziridine; reduction; ASYMMETRIC-SYNTHESIS; THERMODYNAMIC PREFERENCE; ACIDS

제목: Synthesis of substituted (D)-phenylalanine derivatives by regioselective reduction of enantiomerically pure cis-2,3-disubstituted aziridines

저자: Chang, JW; Bae, JH; Shin, SH; Park, CS; Choi, D; Lee, WK

DOI: 10.1016/S0040-4039(98)02095-4

발행일: 1998-12-10

유형: Article

저널명: Tetrahedron Letters

권: 39

호: 50

페이지: 9193 ~ 9196