Details

Autor(en) / Beteiligte

• Li, Ren‐Zhe
• Tang, Hua
• Yang, Ke R.
• Wan, Li‐Qiang
• Zhang, Xia
• Liu, Jie
• Fu, Zhengyan
• Niu, Dawen

Titel

Enantioselective Propargylation of Polyols and Desymmetrization of meso 1,2‐Diols by Copper/Borinic Acid Dual Catalysis

Ist Teil von

• Angewandte Chemie International Edition, 2017-06, Vol.56 (25), p.7213-7217

Auflage

International ed. in English

Ort / Verlag

Germany: Wiley Subscription Services, Inc

Erscheinungsjahr

2017

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A copper/borinic acid dual catalytic reaction enabled the enantioselective propargylation of aliphatic polyols. Readily available reagents and catalysts were used in this transformation, which displayed good to excellent chemo‐ and stereoselectivity for a broad array of substrates. The method was also applicable to the desymmetrization of meso 1,2‐diols to furnish products with three stereogenic centers and a terminal alkyne group in one operation. Together they're strong: A copper/borinic acid dual catalytic reaction was developed for the efficient and enantioselective propargylation of polyols. Control experiments revealed the essential role of each catalyst. The transformation is amenable to the desymmetrization of meso 1,2‐diols to furnish compounds with three stereogenic centers in one step (see scheme).