Method of synthesizing (1S, 5R)-lactone

US10316012B1 · kind B1 · utility

Assignee

• FUDAN UNIVERSITY · CN

Inventors

• Fener CHEN · Shanghai, CN
• Haihui Peng · Shanghai, CN
• Sha Hu · Nanhu, CN
• Ge Meng · Shanghai, CN
• Yan Wu · Shanghai, CN
• Dang CHENG · Shanghai, CN
• Zedu Huang · Shanghai, CN
• Guanfeng Liang · Shanghai, CN

Key dates

• Filing date: Jan 13, 2019
• Grant date: Jun 11, 2019
• Expiry date: Jan 13, 2039

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/584
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Disclosed is a method of synthesizing a series of compounds with the structure of (1S, 5R)-lactone. In the method, under the catalysis of a chiral phosphonic acid, substituted bicyclo[3.2.0]-hept-2-en-6-one (II) as a substrate is reacted with hydrogen peroxide for enantioselective Baeyer-Villiger oxidation to produce a chiral lactone (I). This method involves mild reaction conditions, simple operation, quantitatively recyclable catalyst and high reaction selectivity and stereoselectivity, which is suitable for industrial production.