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The intramolecular Diels–Alder reaction of tryptamine-derived Zincke aldehydes is a stepwise process

✍ Scribed by Pham, Hung V.; Martin, David B. C.; Vanderwal, Christopher D.; Houk, K. N.


Book ID
120024150
Publisher
The Royal Society of Chemistry
Year
2012
Tongue
English
Weight
806 KB
Volume
3
Category
Article
ISSN
2041-6520

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Treatment of (lZ,3E)-cycloalkadienes with 2-vinyl-1,3-dioxolane under acidic conditions produced 1:l cycloadducts in which an intermediate ally1 cation added to the dienes to give tram-fused cyclobutanes as the major products.