
Tetrahedron p. 3833 - 3850 (1998)
Update date:2022-08-03
Topics:
Aurrecoechea, Jose M.
Alonso, Eva
Solay, Monica
The SmI2-mediated reductive coupling between alkynyloxiranes and ketones provides a new route to 2,3-pentadiene-1,5-diols. The preferred stereochemistry observed in the coupling products is the result of the new C- C bond forming anti with respect to the opening epoxide ring. Yields and diastereoselectivities are dependent on the alkynyloxirane substitution pattern.
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