Efficient and selective synthesis of 6,7-Dehydrostipiamide via Zr-catalyzed asymmetric carboalumination and Pd-catalyzed cross-coupling of organozincs.
[structure: see text] 6,7-Dehydrostipiamide has been synthesized in 23% yield in 15 steps in the longest linear sequence through the application of the Zr-catalyzed asymmetric carboalumination and the Pd-catalyzed organozinc cross-coupling in addition to the Brown crotylboration, the Corey-Peterson olefination, and the Corey-Fuchs reaction for carbon-carbon bond formation.
Zeng
Xingzhong
X
Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA.
Zeng
Fanxing
F
Negishi
Ei-ichi
E
D002384:Catalysis; D007202:Indicators and Reagents; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011090:Polyenes / Q000138:chemical synthesis*; D015040:Zirconium / Q000737:chemistry*
C503852:6,7-dehydrostipiamide; D007202:Indicators and Reagents; D011090:Polyenes; D010165:Palladium; D015040:Zirconium