Highly Stereoselective Aldol Reaction for the Synthesis of γ-Lactones Starting from Tartaric Acid
- 9 October 2004
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 69 (23) , 7847-7850
- https://doi.org/10.1021/jo049027h
Abstract
A simple stereoselective process for the synthesis of highly substituted γ-lactones was developed based on aldol reactions between the enolate of dioxanes derived from tartaric acid and aldehydes. A range of aromatic and aliphatic aldehydes were reacted, in most cases achieving good yields and stereoselectivity. The limitations of this reaction were identified and a transition state is proposed.Keywords
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