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Synlett 1999; 1999(5): 614-616
DOI: 10.1055/s-1999-2688
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A Novel Method for Deprotection of N-9-Phenylfluoren-9-yl Group Using Iodine Catalyst: Simple Synthesis of (2S,3R,4R)-3,4-Dihydroxyproline

Jin Hyo Kim* , Woo Song Lee, Min Suk Yang, Sang Gyeong Lee, Ki Hun Park
  • *Department of Agricultural Chemistry, Gyeongsang National University, Chinju 660-701, Korea; Fax +82(5 91)7 57 01 78; E-mail: khpark@gshp.gsnu.ac.kr
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Publication Date:
31 December 1999 (online)

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Iodine was found to be an efficient catalyst for the deprotection of the N-phenylfluoren-9-yl (Pf) group in tertiary amine and promote an intramolecular amination. A facile and economical synthesis of (2S,3R,4R)-3,4-dihydroxyproline was accomplished via iodine promoted cyclization and deprotection.

iodine - cleavage of N-9-phenylfluoren-9-yl - dihydroxyproline - one-pot cyclization

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