Details

Autor(en) / Beteiligte

• Tang, Yu
• Chen, Quangang
• Liu, Xiaohua
• Wang, Gang
• Lin, Lili
• Feng, Xiaoming

Titel

Direct Synthesis of Chiral Allenoates from the Asymmetric CH Insertion of α-Diazoesters into Terminal Alkynes

Ist Teil von

• Angewandte Chemie (International ed.), 2015-08, Vol.54 (33), p.9512-9516

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2015

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The asymmetric CH insertion of α‐diazoesters into 1‐alkynes was achieved using chiral cationic guanidinium salts and copper(I) complexes. Optically active 2,4‐disubstituted allenoates were generated under mild reaction conditions from various α‐diazoesters and 1‐alkynes in high yield (up to 99 %) and enantioselectivity (up to 97:3 e.r.). Control experiments excluded the possibility of an asymmetric isomerization of alkynoates. Salt down: The title reaction was achieved using chiral cationic guanidinium salts with copper(I) complexes. Optically active 2,4‐disubstituted allenoates were generated under mild reaction conditions from various α‐diazoesters and 1‐alkynes in high yield and enantioselectivity. Control experiments excluded the possibility of an asymmetric isomerization.