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Selective deprotection strategies to N-(α-methylbenzyl)-β-amino esters and derived β-lactams

✍ Scribed by Stephen G Davies; Osamu Ichihara

Book ID
104259629
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
183 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

A variety of N,N-diprotected D-amino esters, prepared by highly diastereoselective conjugate addition of chiral lithium amides, were selectively mono-deprotected under either reductive (hydrogenolysis) or oxidative (DDQ or CAN) conditions. Combined with these deprotection methods, lithium (a-methylbenzyl)(3,4-dimethoxybenzyl) amide 2 can be used as an efficient differentially protected chiral ammonia equivalent for the asymmetric synthesis of D-amino acid and 13-1actam derivatives.

📜 SIMILAR VOLUMES

ChemInform Abstract: Orthogonal N,N-Depr
ChemInform Abstract: Orthogonal N,N-Deprotection Strategies of β-Amino Esters.
✍ Steven D. Bull; Stephen G. Davies; Peter M. Kelly; Massimo Gianotti; Andrew D. S 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 36 KB

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