Abstract
(Chemical Equation Presented) The first examples of Lewis acid catalyzed hydrogermylation of alkynes have been demonstrated. It was found that this method has much higher functional group compatibility compared to the known Lewis acid catalyzed hydrosilylation and hydrostannation reactions. Remarkably, the stereochemical outcome of this hydrogermylation reaction depends on the nature of the alkyne used: proceeding via a trans-addition pathway with simple alkynes and cis-addition with propiolates. Mechanistic studies strongly support the proposed rationale on the origins of cis-selectivity in the hydrogermylation of activated alkynes.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 5191-5194 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 7 |
| Issue number | 23 |
| DOIs | |
| State | Published - Nov 10 2005 |
| Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry