Enantioenriched bifunctional crotylsilanes for the asymmetric synthesis of orthogonally protected 2-methyl-1,3-diols.
Enantiomerically pure α-substituted crotylsilane reagents I and ent-I undergo asymmetric aldehyde crotylation followed by Ir(I)-catalyzed diastereoselective allylic etherification to give a variety of orthogonally protected 2-methyl-1,3-diols at the synthetically useful level of yields and stereoselectivity. The reagents are air-stable and bifunctional so that they can be used in these reactions sequentially without recourse to functional group adjustments.
Department of Chemistry, University of Texas at San Antonio , San Antonio, Texas 78249, United States.
Dongeun
D
Kim
Jae Seung
JS
Lee
Lucia
L
Lozano
Suk Bin
SB
Kong
Hyunsoo
H
Han