Stereoselective synthesis of three-membered ring compounds via ylide routes

Citation
Lx. Dai et al., Stereoselective synthesis of three-membered ring compounds via ylide routes, PUR A CHEM, 71(3), 1999, pp. 369-376
Citations number
38
Categorie Soggetti
Chemistry
Journal title
PURE AND APPLIED CHEMISTRY
ISSN journal
00334545 → ACNP
Volume
71
Issue
3
Year of publication
1999
Pages
369 - 376
Database
ISI
SICI code
0033-4545(199903)71:3<369:SSOTRC>2.0.ZU;2-C
Abstract
Three types of small ring compounds (epoxides, aziridines and cyclopropanes ) can be synthesized stereoselectively via ylide route. Among them, the ste reochemistry of vinyloxiranes, vinylaziridines, cyclopropylesters, amides a nd ketones can be tuned by the choice of reaction conditions and ylides wit h varying heteroatoms and ligands. Optically active epoxides and acetylenyl aziridines can be prepared via camphor-derived chiral sulfonium ylide route s.