Efficient synthesis of (+/-)-7-isopropyl-2,10-dimethyl-8(E),10-undecadien-4-one and 3,7-dimethyl-11-oxo-2(E),6(E)-dodecadienol (oxocrinol) under ultrasound.
A simple and convergent synthesis of the title compounds has been achieved involving Zn-Cu couple catalysed conjugate addition of allylic halides to alpha,beta-unsaturated carbonyl compounds promoted by ultrasonic waves in aqueous medium as a key step in good overall yields.
Kad
G L
GL
Department of Chemistry, Panjab University, Chandigarh 160014, India. glkadl@panjab.univ.chd.nic.in
Singh
V
V
Chaudhary
S
S
Setia
S
S
Bhandari
M
M
Singh
J
J
D007202:Indicators and Reagents; D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D010947:Plants, Toxic; D013729:Terpenes / Q000737:chemistry*; D014026:Nicotiana / Q000737:chemistry*; D014465:Ultrasonics
C426924:7-isopropyl-2,10-dimethyl-8,10-undecadien-4-one; D007202:Indicators and Reagents; D007659:Ketones; D013729:Terpenes; C426925:oxocrinol