Concepedia

A Hydroacylation-Triggered Carbon−Carbon Triple Bond Cleavage in Alkynes via Retro-Mannich Type Fragmentation

Dae-Yon Lee, Boo-Sun Hong, Eung-Goo Cho, Hyuk Lee, Chul‐Ho Jun

Journal of the American Chemical Society · 2003 · 77 citations · 17 references

DOI

Concepts

Abstract

The carbon-carbon triple bond in alkyne is cleaved via hydroacylation followed by retro-Mannich type fragmentation in the presence of aldehyde, which triggers a successive C-C bond cleavage.

References

17

Alkyne Metathesis: Development of a Novel Molybdenum-Based Catalyst System and Its Application to the Total Synthesis of Epothilone A and C

Alois Fürstner, Christian Mathes, Christian W. Lehmann · Chemistry - A European Journal · 2001 · 234 citations

, , +15

PtCl<sub>2</sub>-Catalyzed Conversion of 1,6- and 1,7-Enynes to 1-Vinylcycloalkenes. Anomalous Bond Connection in Skeletal Reorganization of Enynes

Naoto Chatani, Naoyuki Furukawa, Hitoshi Sakurai et al. · Organometallics · 1996 · 231 citations

, , +11

Intermolecular Hydroamination of Alkynes Catalyzed by Dimethyltitanocene

Edgar Haak, Igor Bytschkov, Sven Doye · Angewandte Chemie International Edition · 1999 · 202 citations

, , +10

Ruthenium-Catalyzed Intermolecular Hydroamination of Terminal Alkynes with Anilines: A Practical Synthesis of Aromatic Ketimines

Makoto Tokunaga, Markus Eckert, Yasuo Wakatsuki · Angewandte Chemie International Edition · 1999 · 138 citations

, , +14

A Convenient Rhodium-Catalyzed Intermolecular Hydroamination Procedure for Terminal Alkynes

Christian G. Hartung, Annegret Tillack, Harald Trauthwein et al. · The Journal of Organic Chemistry · 2001 · 126 citations

, , +10