Optically active 5-oxygenated (3S)-1,3-dimethyloxindole-3-acetic

Details Optically active 5-oxygenated (3S)-1,3-dimethyloxindole-3-acetic Optically active 5-oxygenated (3S)-1,3-dimethyloxindole-3-acetic

1992-06-30

1994-05-10

Brust, Joseph P.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D20934

Patent

active

053109350

ABSTRACT:
The synthesis of optically active 5-oxygenated (3S)-1,3-dimethyloxindole-3-acetic acids ##STR1## and their use in the synthesis of optically active (3aS-cis)-eseroline and (3aS-cis)-N.sup.1 -benzylnoreseroline, which are important intermediates in the synthesis of compounds related to (3aS-cis)-physostigmine and carbamate analogs, and of (3aS-cis)-N.sup.1 -benzylnor- and N.sup.1 -norphysostigmine and their carbamate analogs.

REFERENCES:
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patent: 4925955 (1990-05-01), Asselin et al.
patent: 5206261 (1993-04-01), Kawaguchi et al.
Horne et al., J. Chem. Soc. Perkin Trans I, "Rapid Synthesis of Some Indole Alkaloids", pp. 3047-3051 (Dec. 1991).
Node et al., Chem. Lett., "A Chiral Total Synthesis of (-)-Physostigmine", pp. 57-60, (Jan. 1991).

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