A novel thiochromone-type photolabile protecting group for carbonyl compounds

Ryo Sugiura, Rikio Kozaki, Satoru Kitani, Yoshinori Gosho, Hiroki Tanimoto, Yasuhiro Nishiyama, Tsumoru Morimoto, Kiyomi Kakiuchi*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

A novel photolabile protecting group, thiochromone S,S-dioxide, possessing the 1,2-diol group for protection of ketones and aldehydes is described. Photodeprotection of the successfully protected carbonyl derivatives proceeded smoothly under photoirradiation filtered through Pyrex glass (>280 nm) using an ultrahigh-pressure mercury lamp to recover the corresponding carbonyl compounds and the starting protecting group.

Original languageEnglish
Pages (from-to)3984-3990
Number of pages7
JournalTetrahedron
Volume69
Issue number19
DOIs
StatePublished - 2013/05/13

Keywords

  • 1,2-Diol
  • Carbonyl compound
  • Photodeprotection
  • Photolabile protecting group
  • Thiochromone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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