Stereoselective photocycloaddition of silyl enol ethers to aldehydes. Configurational control of three stereogenic centers in oxetanes

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Abstract

The photocycloaddition of unsymmetrically substituted alkenes to an aldehyde leads to eight possible isomeric oxetanes. In sharp contrast to most other substrates, silyl enol ethers 1 which bear a vinylic β-substituent favor only a single stereo- and regioisomer 2 as major product of this reaction.

Original languageEnglish
Pages (from-to)5845-5848
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number32
DOIs
StatePublished - 8 Aug 1994
Externally publishedYes

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