Diastereoselective Synthesis of 2,3-Disubstituted Tetrahydrofuran Synthons via the Iodoetherification Reaction. A Transition State Model Based Rationalization of the Allylic Asymmetric Induction

DOI: 10.1021/ja00188a039

Source and publish data:

Journal of the American Chemical Society p. 2204 - 2210 (1989)

Update date:2022-08-02

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Authors:

Labelle, Marc

Guindon, Y.

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Article abstract of DOI:10.1021/ja00188a039

The kinetically controlled iodoetherification reaction of ethyl (S,E)-4,6-dihydroxy-2-hexenoate (1) gives the synthetically useful synthon 2, in which two new stereogenic centers have been generated, with selectivities up to 11:1.The mechanism of this all

Full text of DOI:10.1021/ja00188a039

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