Stereoselective synthesis of spiroacetal with aldehyde-aldose bearing boronic ester

2017 Fiscal Year Final Research Report

• Project/Area Number: 16K21340
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Synthetic chemistry; Chemical pharmacy
• Research Institution: Aoyama Gakuin University
• Principal Investigator: Sasaki Ikuo 青山学院大学, 理工学部, 助教 (10771040)
• Project Period (FY): 2016-04-01 – 2018-03-31
• Keywords: ホウ酸エステル / テトラヒドロフラン合成反応 / スピロアセタール

Outline of Final Research Achievements

Bioactive natural products bearing spiroacetal structure exist widely in nature, development of novel and efficient synthesis of spiroacetal structure is one of important study in synthetic and medicinal chemistry. Herein, I focus on unique and useful nature of boron atom, development of novel synthesis of spiroacetal ring with aldehyde-aldose having boronic ester was studied. Synthesis of aldehyde-aldose bearing boronic ester was succeeded, aldehyde-aldose decomposed quickly under the annulation reaction conditions. On the other hands, the synthesis of spiroacetal core of Xylapyrroside B1 which showed antitumor activity was achieved.

Free Research Field

有機合成化学