
Tetrahedron Letters p. 1455 - 1458 (1999)
Update date:2022-08-03
Topics:
Hanson, Paul R.
Sprott, Kevin T.
Wrobleski, Aaron D.
The first examples of intramolecular cyclopropanation reactions on a phosphonate template catalyzed by Rh2(OAc)4 are described. These reactions proceed in excellent yield and give mixtures of the P-heterocycles cis-2a-d and trans-2a-d with moderate levels of diastereoselectivity. The diastereoselectivity of this transformation is dependent upon the size of the alkyl group R contained in the alkyl α-diazodiallylphosphonoacetate starting materials 1a-d.
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