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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 6, 1976 - Issue 2
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Original Articles

1,2-Dimethoxyvinyllithium–A Useful New Reagent

Pages 119-124 | Received 14 Nov 1975, Published online: 13 Dec 2006
 

Abstract

In our work on the synthesis of cephalotaxine, we wished to prepare the α-methoxy-αβ-unsaturated aldehyde 2. Since aldehyde 1 was available2, we needed to find an efficient method for carrying what is effectively an aldol condensation between aldehyde 1 and methoxyacetaldehyde. There are relatively few methods reported in the literature for effecting this transformation.3 We wish to report that the reaction of aldehydes and ketones with 1,2-dimethoxyvinyllithium, followed by acidic rearrangement of the result-

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