Samarium(II) dibromide-promoted selective deprotection of a benzoyl protective group. Issue 9 (3rd May 2018)

• Record Type: Journal Article
• Authors: Yokoyama, Yasuo; Oyamada, Shun; Suzuki, Junya; Maruyama, Shou; Sakusabe, Takahiro; Suzuki, Shoko
• Is Part Of: Synthetic communications. Volume 48:Issue 9(2018)
• Page Start: 1025
• Page End: 1032
• Publication Date: 2018-05-03
• Subjects: Benzoyl group -- reduction -- samarium(II) dibromide -- selective deprotection; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2018.1429634
• Languages: English
• ISSNs: 0039-7911

Abstract

ABSTRACT: The selective deprotection of a benzoyl group was very important methodology in the field of organic synthesis. Various methods for debenzoylation were investigated and developed in the past six decades, but more useful and selective strategies are now being strongly desired. In response to this strong demand, we developed the novel and selective deprotection of a benzoyl group by use of samarium(II) dibromide and a proton source. This deprotective reaction proceeded smoothly and the desired compound was obtained in good to excellent yields. In this paper, we will report the details of this deprotective reaction. GRAPHICAL ABSTRACT: