Scandium triflate catalyzed diazocarbonyl insertions into heteroatomhydrogen bonds
✍ Scribed by Sunil V. Pansare; Rajendra P. Jain; Annyt Bhattacharyya
- Book ID
- 104261778
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 260 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Scandium triflate is an efficient catalyst for diazocarbonyl insertion reactions into O-H, S-H and carbamate N-H bonds. The O-H and S-H insertion reactions proceed at ambient temperature and selective O-H insertion is possible in the presence of a earbamate N-H. A novel approach to a-amino acids involving intrarnolecular earbene/N-H insertion as the key step has been demonstrated.
📜 SIMILAR VOLUMES
The first ever use of RuCI2(PPh3)3 as a catalyst for diazoketone insertions into heteroatom-hydrogen bonds is described.
A homochiral porphyrin ruthenium(U) complex catalyzes the cyclopropanation of styrene derivatives with ethyl diazoacetate with good yields and moderate enantiomeric excesses (46-52 %). The catalyst is also active for diazocarbonyl compound insertion into S-H bonds, but with low ee.
An asymmetric insertion reaction of ct-diazoesters derived from methyl arylacetates into the silicon-hydrogen bond of silanes was achieved using a copper (I) catalyst associated with a chiral, (72 symmetric Schiff base. Addition of the diazcesters 1 (1 equiv) to the Cu\*Lig complex (R,R)-3 (0.1 equi