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A general method for the highly diastereoselective, kinetically controlled alkylation of (+)-nopinone

✍ Scribed by Kevin R Campos; Sandra Lee; Michel Journet; Jason J Kowal; Dongwei Cai; Robert D Larsen; Paul J Reider

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
204 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

A general method for the monoalkylation of (+)-nopinone was developed for a variety of carbon and heteroatom electrophiles to afford the kinetically controlled product 2 with high diastereoselectivity (98% d.e.) and excellent yield (75-90%).

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## Abstract A simple __N__‐alkylation method of highly insoluble cyclic amides based on the high solubility of their easily isolable tetraalkylammonium and tetraalkylphosphonium salts was elaborated. The method has a rather wide scope, it is not influenced by the identity of the different rings att