TY - JOUR
T1 - A stereoselective cyclisation cascade mediated by SmI2-H 2O
T2 - Synthetic studies towards stolonidiol
AU - Baker, Thomas M.
AU - Sloan, Lisa A.
AU - Choudhury, Lokman H.
AU - Murai, Masahito
AU - Procter, David J.
PY - 2010/5/17
Y1 - 2010/5/17
N2 - A cascade reaction involving sequential conjugate reduction, stereoselective aldol cyclisation and chemoselective lactone reduction mediated by SmI2-H2O provides access to a cyclopentanol bearing two vicinal quaternary stereocentres with good stereocontrol. The functionalised cyclopentanol product has been converted to a key intermediate in ongoing asymmetric studies towards stolonidiol.
AB - A cascade reaction involving sequential conjugate reduction, stereoselective aldol cyclisation and chemoselective lactone reduction mediated by SmI2-H2O provides access to a cyclopentanol bearing two vicinal quaternary stereocentres with good stereocontrol. The functionalised cyclopentanol product has been converted to a key intermediate in ongoing asymmetric studies towards stolonidiol.
UR - http://www.scopus.com/inward/record.url?scp=77956706380&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=77956706380&partnerID=8YFLogxK
U2 - 10.1016/j.tetasy.2010.03.047
DO - 10.1016/j.tetasy.2010.03.047
M3 - Article
AN - SCOPUS:77956706380
SN - 0957-4166
VL - 21
SP - 1246
EP - 1261
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 9-10
ER -