Enantioselective synthesis of 2-substituted pyrrolidines from 4-hydroxynitriles. Application to the synthesis of the dopamine agonist RS-59022

Article abstract of DOI:10.1080/00397919508012679

Two novel routes to optically active 4-hydroxynitriles and the subsequent cyclization to 2-substituted pyrrolidines are described. The methodology is applied to the synthesis of the key intermediate used in the synthesis of the dopamine agonist RS-59022. Unusual selectivity in the CBS reduction of 4-oxonitriles is explained through structural and mechanistic analysis.

Full text of DOI:10.1080/00397919508012679

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Enantioselective Synthesis
of 2-Substituted Pyrrolidines
from 4-Hydroxynitriles.
Application to the Synthesis of
the Dopamine Agonist rs-59022
Owen W. Gooding a & Rekha P. Bansal a
a Institute of Organic Chemistry, Syntex Discovery
Research , 3401, Hillview Ave Palo Alto, CA, 94304,
USA
Published online: 23 Sep 2006.
To cite this article: Owen W. Gooding & Rekha P. Bansal (1995) Enantioselective
Synthesis of 2-Substituted Pyrrolidines from 4-Hydroxynitriles. Application to
the Synthesis of the Dopamine Agonist rs-59022, Synthetic Communications: An
International Journal for Rapid Communication of Synthetic Organic Chemistry, 25:8,
1155-1166
To link to this article: http://dx.doi.org/10.1080/00397919508012679
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