First diastereoselective intramolecular Baylis-Hillman reaction: an easy access to chiral alpha-methylene-beta-hydroxylactones.
The first diastereoselective intramolecular Baylis-Hillman reaction of chiral substrates is reported wherein both aldehyde and activated olefin coexist as substituents to afford alpha-methylene-beta-hydroxylactones in good yields exclusively as single isomers under the standard base-catalyzed reaction conditions in CH(2)Cl(2). Formation of alkoxylactones by an in situ derivatization of adducts was also observed.
Krishna
Palakodety Radha
PR
D-206/B, Discovery Laboratory, Organic Chemistry Division-III, Indian Institute of Chemical Technology, Hyderabad-500 007, India. prkgenius@iict.res.in
Kannan
V
V
Sharma
G V M
GV