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
ChemInform Abstract: Enantioselective Intramolecular C—H Insertion Route to a Key Intermediate for the Synthesis of Trinem Antibiotics.
✍ Scribed by Masahiro Anada; Shun-ichi Hashimoto
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 29 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
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. The enantioselectivity of this azetidinone formation can be completely reversed by appropriate choice of the Rh-catalyst. -(ANADA, MASAHIRO;
📜 SIMILAR VOLUMES
The Stereoselective Synthesis of 4-Formyltrinem, a Key Intermediate for Novel Trinems. -Title compound (VIII) is a key intermediate for the preparation of a wide range of trinem derivatives. This is demonstrated by performing some Wittig reactions.
Synthesis and NMR Studies of Key Intermediates to a New Class of β -Lactam: The Trinems. -All 4 isomeric epoxides (X), (XI), (XIV), and (XV), which are key intermediates for trinems, a new family of antibiotics, are synthesized starting from the azetidinone (I). -(MARCHIORO, C.;
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