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Diastereofacial selectivity in Diels-Alder cycloadditions involving vinyl sulfoxides

✍ Scribed by S.D Kahn; W.J Hehre

Publisher: Elsevier Science
Year: 1986
Tongue: French
Weight: 212 KB
Volume: 27
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)85393-9

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✦ Synopsis

Diastereofacial selectivities observed for Diels-Alder cycloadditions of achiral dienes with chiral vinyl sulfoxides are rationalized in terms of electrostatics.

The "nucleophilic" diene adds to the electron-poor face of the "electrophilic" dienophile.

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