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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 11
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Original Articles

Asymmetric Simmons-Smith Cyclopropanation Of α,β-Unsaturated Bornane-2,3-Diol Acetals

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Pages 1889-1902 | Received 23 Nov 1998, Published online: 17 Sep 2007
 

Abstract

Reactionofselected α, β-unsaturated aldehydes with bornane-2-exo,3-cxo-diol has afforded a series of novel, chiral acetals which, on treatment with a Simmons-Smithreagent, undergo diastereoselective(46 - 70 %d.e.) cyclopropanatioa

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