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2005
Cyclopropanation reactions
O 0138
Bromoporphyrins as Versatile Synthons for Modular Construction of Chiral PorCobalt-Catalyzed Highly Enantioselective and Diastereoselective Cyclo11- 060 phyrins:
propanation. — The application of cobalt—porphyrin complexes bearing chiral auxiliaries is presented in the asymmetric cyclopropanation of styrene (II) with diazoacetates (III) and (V). The reaction proceeds with moderate to high stereoselectivities and
is influenced by the porphyrin substituents. Thus, all possible stereoisomers of phenylcyclopropanecarboxylate (IV) can be synthesized by proper choice of chiral auxiliary
[cf. (Ic), (Id) and (Ie)]. — (CHEN, Y.; FIELDS, K. B.; ZHANG*, X. P.; J. Am. Chem.
Soc. 126 (2004) 45, 14718-14719; Dep. Chem., Univ. Tenn., Knoxville, TN 37996,
USA; Eng.) — Mischke
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