Volume 22, Issue 16
Preparative Organic Chemistry
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ChemInform Abstract: Approaches to Selective Isoprenologation via Reactions of (η3- Allyl)Fe(CO)+ 4 with Allyl Nucleophiles.

Z. LI

Z. LI

Dep. Chem. Biochem., Univ. Okla., Norman, OK 73019, USA

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K. M. NICHOLAS

K. M. NICHOLAS

Dep. Chem. Biochem., Univ. Okla., Norman, OK 73019, USA

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First published: April 23, 1991

Abstract

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ChemInform Abstract

The regioselectivity in the allyl-allyl coupling between the iron complex (I) and the metal allyls (II) is found to depend on the metal used. The reaction of the iron complexes (V) with the silyl derivatives (VI) generally provides good regioselectivity in favor of the linear 1,5-dienes (VII) resulting from attack at the C-3 position of (V) needed for applications in isoprenologation. Coupling of the iron complex (IX) with the lithium dienolate (X), however, gives mainly the products (XI) and (XII) resulting from attack at the α -position of the dienolate, but acceptable levels of the terminal . gamma.-attack product (XIII) have yet to be found.

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