Volume 27, Issue 16
Preparative Organic Chemistry
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ChemInform Abstract: Regio- and Diastereoselectivity of the Insertion of Aldehydes into Alkyne Zirconocene Complexes.

M. E. MAIER

M. E. MAIER

Inst. Org. Chem., Martin-Luther-Univ. Halle-Wittenberg, D-06120 Halle/S., Germany

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T. OOST

T. OOST

Inst. Org. Chem., Martin-Luther-Univ. Halle-Wittenberg, D-06120 Halle/S., Germany

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First published: April 16, 1996

Abstract

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ChemInform Abstract

Insertion of aldehydes into alkyne-zirconocene complexes derived from terminal alkynes is found to proceed with high regioselectivity. However, starting from other alkynes and trimethylsilyl-substituted alkynes low regioselectivity is observed. Insertion of chiral aldehydes into the zirconocene complex derived from oct-4-yne (Va) leads predominantly to Cram isomers, whereas starting from the terminal alkyne (Vb) the anti-Cram isomer (VIIIb) is mainly formed.

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