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Novel 1,3-sulfonyl shift and [4+2] cycloaddition reaction of N-allenyl sulfonamide promoted by allylsilane

✍ Scribed by Yoshikazu Horino; Masanari Kimura; Makoto Naito; Shuji Tanaka; Yoshinao Tamaru

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 170 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00393-2

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✦ Synopsis

The thermal reaction of allylsilanes and 5,5-dimethyl-3-tosyl-4-vinylidene-1,3-oxazolidin-2-one (1) at 80-100°C selectively furnishes tetrahydropyridine derivatives 5. The reaction involves a novel 1,3-sulfonyl shift as the key step.

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