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Journal Article

Reductive chloro- and thioallylations: Stereoselective two-step transformations of esters and lactones into functionalized cis- and trans-vinyloxiranes

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Hertweck,  Christian
Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society;

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Boland,  Wilhelm
Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society;

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Citation

Hertweck, C., & Boland, W. (1998). Reductive chloro- and thioallylations: Stereoselective two-step transformations of esters and lactones into functionalized cis- and trans-vinyloxiranes. European Journal of Organic Chemistry, (10), 2143-2148. doi:10.1002/(SICI)1099-0690(199810)1998:10<2143:AID-EJOC2143>3.0.CO;2-D.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0012-A0AD-1
Abstract
A practical and straightforward procedure is described for the diastereoselective synthesis of functionalized cis- and trans-vinyloxiranes. Readily available esters and lactones were sequentially treated in a one-pot procedure with DIBAL-H and (Z)-gamma