Journal of the American Chemical Society

Zirconium-mediated ring construction from dienes: remarkable effect of ligands on stereochemistry

WA Nugent, DF Taber

Index: Nugent, William A.; Taber, Douglass F. Journal of the American Chemical Society, 1989 , vol. 111, # 16 p. 6435 - 6437

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Citation Number: 138

Abstract

Treatment of metallacycles 1 and 2 with electrophiles other than bromine provides a stereoselective route to a variety of functionalized cyclopentanes (Table I). Io Oxidation to the corresponding diols is carried out by bubbling dioxygen through the cyclized product (I5 min, room temperature) prior to hydrolytic workup.]] The straightforward synthesis of both cis- and trans-fused heterobicycles is illustrated in Table I by reactions with diphenyltin ...

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