An unusual enhancement of chiral induction by chiral 2-imidazolidinone auxiliaries

Authors
Abdel-Aziz, AAM Okuno, J Tanaka, S Ishizuka, T Matsunaga, H Kunieda, T
Citation
Aam. Abdel-aziz et al., An unusual enhancement of chiral induction by chiral 2-imidazolidinone auxiliaries, TETRAHEDR L, 41(44), 2000, pp. 8533-8537
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
44
Year of publication
2000
Pages
8533 - 8537
Database
ISI
SICI code
0040-4039(20001028)41:44<8533:AUEOCI>2.0.ZU;2-B
Abstract
Diastereoselectivity which is induced by the use of 2-imidazolidinone auxil iaries is greatly dependent on the N-substituents of the heterocycles, amon g which the bulky arenesulfonyl group is the moiety of choice. Reactions of this type afford an excellent level of diastereoselection in the methylati on of N'-butyryl-2-imidazolidinones via the metal enolates. (C) 2000 Publis hed by Elsevier Science Ltd.