초록
<P>A practical through-process to prepare <I>iso</I>-Boc (<I>S</I>)-2-amino-8-nonenoic acid has been developed. The short synthesis utilizes a highly enantioselective, enzymatic reductive amination of an α-keto acid substrate, which is prepared via a Grignard addition to diethyl oxalate. Starting from 7-bromohept-1-ene and without isolation of any intermediates, <I>iso</I>-Boc (<I>S</I>)-2-amino-8-nonenoic acid is prepared in 60% overall yield and >99.9% ee.</P><P><B>Graphic Abstract</B><BR><IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/oprdfk/2016/oprdfk.2016.20.issue-1/acs.oprd.5b00392/production/images/medium/op-2015-00392w_0006.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/op5b00392'>ACS Electronic Supporting Info</A></P>