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Formation of (E) 1-alkoxy-1,3-butadienes from corresponding propargyl ethers; vicarious nucleophilic substitution in alkoxyallenes

✍ Scribed by Robert Łysek; Ewa Woźny; Tong Thanh Danh; Marek Chmielewski


Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
100 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis


Propargyl ethers treated with dimsyl anion in DMSO at 80-100°C undergo terminal methylenation to afford corresponding (E) 1-alkoxy-1,3-butadienes. The reaction proceeds via an alkoxy-allene.