Journal
SYNTHETIC COMMUNICATIONS
Volume 33, Issue 17, Pages 3063-3070Publisher
TAYLOR & FRANCIS INC
DOI: 10.1081/SCC-120022482
Keywords
Hetero-Diels-Alder reaction; bismuth(III) chloride; diastereoselective; hexahydropyrazolothiopyranoquinolines
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Intramolecular [4+2] cycloaddition reactions of N-aryl imines generated in situ from anilines and the S-allyl derivatives of pyrazole aldehydes have been carried out in the presence of catalytic amounts of BiCl3 to provide the corresponding hexahydropyrazolo [4',3':5,6]thiopyrano[4,3-b]quinolines in excellent yields. The reactions are highly diastereoselective and the only cis products are isolated exclusively.
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