Journal
SYNTHETIC COMMUNICATIONS
Volume 37, Issue 19-21, Pages 3351-3358Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397910701490147
Keywords
imines; organozine reagents; stereocontrol
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The reaction of benzaldiminetricarbonylchromium derivatives with organozinc reagents in the presence of scandium triflate afforded a single diastereomer of the corresponding amine complex exclusively. Even in the case of benzaldiminetri-carbonylchromium having an m-substituent of the aromatic ring, one diastereomer was obtained using the o-TMS-protected chromium complex. The TMS group and the chromium moiety were easily removed and the benzyl group was deprotected using HOOH and Pd to afford the corresponding amine.
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