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Catalytic Diastereoselective Reductive Claisen Rearrangement

Steven P. Miller and James P. Morken*

*Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, Email:

S. P. Miller, J. P. Morken, Org. Lett., 2002, 4, 2743-2745.

DOI: 10.1021/ol026273b


An ester enolate Claisen rearrangement is catalyzed by [(cod)RhCl]2 and MeDuPhos with good yields and diastereocontrol. The mild reaction conditions tolerate base-sensitive functionalities.

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Key Words

Ireland-Claisen Rearrangement, Silanes

ID: J72-Y2002-860