ENANTIOSPECIFIC GENERATION OF ANTI-ALDOL ADDUCTS VIA CONJUGATE ADDITION TO 5-METHYLENE-1,3-DIOXAN-4-ONES

Authors
PIBER M LEAHY JW
Citation
M. Piber et Jw. Leahy, ENANTIOSPECIFIC GENERATION OF ANTI-ALDOL ADDUCTS VIA CONJUGATE ADDITION TO 5-METHYLENE-1,3-DIOXAN-4-ONES, Tetrahedron letters, 39(15), 1998, pp. 2043-2046
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
15
Year of publication
1998
Pages
2043 - 2046
Database
ISI
SICI code
0040-4039(1998)39:15<2043:EGOAAV>2.0.ZU;2-R
Abstract
Michael additions to the exocyclic olefins of optically pure dioxanone s (prepared via the asymmetric Baylis-Hillman reaction) are studied. T he products can be obtained in excellent diastereoselectivity to ultim ately provide products equivalent to those derived via anti aldol addi tions. Quaternary centers can also be created with good selectivity vi a this protocol. (C) 1998 Elsevier Science Ltd. All rights reserved.