The Use of Zinc Enolates in the Synthesis of a Key Intermediate for the Preparation of Trinem Antibiotics. -The reaction of the azetidinone (I) with zinc enolates derived from a chiral methoxycyclohexanone provides the trinem antibiotic key intermediate (III) with good diastereoselectivity. -(KENNE
The use of zinc enolates in the synthesis of a key intermediate for the preparation of trinem antibiotics
โ Scribed by Gordon Kennedy; Tino Rossi; Bruno Tamburini
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- French
- Weight
- 186 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
A new route to the enantiomerically pure azetidin-2-one 3, a key intermediate for the synthesis of trinems, has been developed, incorporating enantioselective intramolecular C-H insertion of ct-methoxycarbonyl-ot-diazoacetamide catalyzed by chiral Rh(II) complexes and diastereoselective arene hydrog
Enantioselective Intramolecular C-H Insertion Route to a Key Intermediate for the Synthesis of Trinem Antibiotics. -The new route to the chiral azetidin-2-one title compound (III) is based on the Rh-catalyzed decomposition of the diazoester (I) and following intramolecular carbene C-H insertion. Th
The stereoselective synthesis of a protected 4-fonnyltrinem 8 was accomplished in good yield. This connpound is a I~tenlial intermediate in the synthesis of a wide range of 4-alkyl and alkenyl substituted trineua antibiotics, as evidenced by its reaction with a series of phosphoranes and phosphonatc
Asymmetric synthesis of (S)-5 has been accomplished with an excellent enantiomeric excess by hydrogenation of raeemie 5 using ruthenium-BINAP-diamine-KOH system, followed by oxidation. Magnesium enolate of (2S)-2-methoxycyclohexanone [(S)-5] reacts with the 4-aeetoxyazetidinone 4 to give the key int