Download PDF
Synlett 1999; 1999(5): 614-616
DOI: 10.1055/s-1999-2688
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

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