Stereoselective synthesis of (+)-decarestrictine L using tandem isomerization followed by C–O and C–C bond formation reaction

Banoth, Shivalal ; Kanikarapu, Suresh ; Yadav, Jhillu S. ; Mohapatra, Debendra K. (2016) Stereoselective synthesis of (+)-decarestrictine L using tandem isomerization followed by C–O and C–C bond formation reaction Tetrahedron Letters, 57 (39). pp. 4368-4370. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/J.Tetlet.2016.08.055

Related URL: http://dx.doi.org/10.1016/J.Tetlet.2016.08.055

Abstract

A stereoselective synthesis of the (+)-decarestrictine L has been described following our own developed iodine-catalyzed tandem isomerization followed by C–O and C–C bond formation reaction for the construction of trans-2,6-disubstituted dihydropyran as the key step. Other important reactions used for this synthesis are 5-exo-trig-iodolactonization, Mitsunobu inversion, and Wacker’s oxidation. The total synthesis of the target molecule was achieved in 10 linear steps with 28% overall yield.

Item Type:Article
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ID Code:135701
Deposited On:10 Aug 2023 10:07
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