Download PDF
Synlett 1999; 1999(S1): 901-904
DOI: 10.1055/s-1999-3105
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.

Total Synthesis of (±)-Phytochromobilin Starting from Two Pyrrole Derivatives

Takashi Kakiuchi* , Hideki Kinoshita, Katsuhiko Inomata
  • *Department of Chemical Science, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma, Kanazawa, Ishikawa 920-1192, Japan; Fax +81(76)2 64 57 42; E-mail: inomata@cacheibm.s.kanazawa-u.ac.jp
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

(±)-Phytochromobilin was synthesized as an acid form by developing a convenient method for the preparation of A- and D-rings starting from a 2-tosylpyrrole derivative, followed by efficient construction of A/B- and C/D-ring components via Wittig-type coupling reaction of 5-tosylpyrrolinones with 2-formylpyrrole, and palladium catalyzed deprotection of allyl esters of propanoic acid side chains of C-8 and C-12.

phytochrome - tetrapyrrole - phytochromobilin - total synthesis - transformation of pyrroles

      >