SEQUENCED REACTIONS WITH SAMARIUM(II) IODIDE - DOMINO EPOXIDE RING-OPENING KETYL OLEFIN COUPLING REACTIONS

Citation
Ga. Molander et Cd. Losada, SEQUENCED REACTIONS WITH SAMARIUM(II) IODIDE - DOMINO EPOXIDE RING-OPENING KETYL OLEFIN COUPLING REACTIONS, Journal of organic chemistry, 62(9), 1997, pp. 2935-2943
Citations number
43
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
62
Issue
9
Year of publication
1997
Pages
2935 - 2943
Database
ISI
SICI code
0022-3263(1997)62:9<2935:SRWSI->2.0.ZU;2-A
Abstract
A new sequential reductive coupling process promoted by samarium(II) i odide is described. Cascade epoxide ring opening and ketyl radical ole fin cyclization leads to a variety of cis-1,3-cyclopentanediols and ci s-1,3-cyclohexanediols in good yields and with high diastereoselectivi ty.