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

✍ Scribed by Jae-Won Chang; Jae Hyun Bae; Seong-Ho Shin; Chan Sun Park; Daeock Choi; Won Koo Lee

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 186 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)02095-4

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✦ Synopsis

Various N-(R)-(+)-(tx-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)~O by catalytic hydrogenation with atmospheric pressure of hydrogen provides (D)-phenylalaninol analogues in good yields.

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