Synthesis of Chiral Intermediates of Quinine Alkaloids and (+)- Dihydroantirhine.
1997
(4R,5R)-2-Ethoxy-5-ethyl-4-methoxycarbonylmeth
yl-3,4,5,6-tetrahydro-2H-pyran 3, which has been
enantioselectively prepared, is converted into the
cis-substituted lactone 11 by treatment with propanedithiol in
the presence of boron trifluoride–diethyl ether. The product 11 is
converted into the synthetic intermediate 7 of quinine alkaloids and the
synthetic precursor 19 of (+)-dihydroantirhine 10.
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