𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of α-methyl kainic acid by stereospecific lithiation–dearomatizing cyclization of a chiral benzamide

✍ Scribed by Jonathan Clayden; Faye E Knowles; Christel J Menet

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
314 KB
Volume
44
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Stereospecific lithiation of N-a-methylbenzyl benzamides gives configurationally stable tertiary benzyllithiums which undergo a stereospecific dearomatizing cyclization with >99% retention of stereochemistry. The products are partially saturated isoindolinones which carry a new fully-substituted stereogenic centre. A ten-step sequence converts one of these products to the a-methyl analogue of kainic acid.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of (.+-.)
ChemInform Abstract: Synthesis of (.+-.)-Kainic Acid by Dearomatizing Cyclization of a Lithiated N-Benzyl p-Anisamide.
✍ Jonathan Clayden; Kirill Tchabanenko 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v