✦ LIBER ✦

Highly diastereoselective synthesis of arylglycine derivatives via TFA-promoted Friedel–Crafts reactions of phenols with cyclic glyoxylate imines

✍ Scribed by Yong-Jun Chen; Fei Lei; Li Liu; Dong Wang

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 185 KB
Volume: 59
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(03)01142-6

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✦ Synopsis

Optically active a-arylglycine derivatives were synthesized by Brønsted acid (TFA)-promoted Friedel-Crafts reaction of various phenols with chiral cyclic glyoxylate imines (2a -c), followed by deprotection with Pd(OH) 2 /C under H 2 . The diastereoselectivities of the initially formed F-C reaction products are up to 99%.

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