TY - JOUR
T1 - Alkenyl oxazolidinones by stereoselective epoxidation of δ-hydroxy allylic phosphine oxides
T2 - Synthesis of any isomer (RR, RS, SR or SS; E or Z) bearing 1,4-related chiral centres across a double bond
AU - Clayden, Jonathan
AU - Collington, Eric W.
AU - Lamount, R. Brian
AU - Warren, Stuart
PY - 1993/3/26
Y1 - 1993/3/26
N2 - Alkenyl oxazolidinones 5 have been made from the urethane derivatives 4 diphenylphosphinoyl epoxy alcohols 1 by a tandem intramolecular ring closure - Horner-Wittig elimination sequence. The stereoisomers of diphenylphosphinoyl epoxy alcohols containing further chiral centres have been made by enantio- and diastereoselective epoxidation, and converted stereospecifically to alkenyl oxazolidinones with 1,4-related chiral centres across a controlled geometry double bond.
AB - Alkenyl oxazolidinones 5 have been made from the urethane derivatives 4 diphenylphosphinoyl epoxy alcohols 1 by a tandem intramolecular ring closure - Horner-Wittig elimination sequence. The stereoisomers of diphenylphosphinoyl epoxy alcohols containing further chiral centres have been made by enantio- and diastereoselective epoxidation, and converted stereospecifically to alkenyl oxazolidinones with 1,4-related chiral centres across a controlled geometry double bond.
UR - http://www.scopus.com/inward/record.url?scp=0027512041&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(00)60383-0
DO - 10.1016/S0040-4039(00)60383-0
M3 - Article (Academic Journal)
AN - SCOPUS:0027512041
VL - 34
SP - 2203
EP - 2206
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 13
ER -