✦ LIBER ✦

An efficient synthesis of optically active axially chiral anilide and its application to iodine-mediated asymmetric Diels-Alder reaction

✍ Scribed by Osamu Kitagawa; Hirotaka Izawa; Takeo Taguchi; Motoo Shiro

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 211 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00928-3

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✦ Synopsis

A new axially chiral N-acryl-N-allyl-o-tert-butylanilide with high optical purity (96-97 %ee) was prepared in good yield from (S)-O-acetyl lactic acid and N-allyl o-t-butylaniline. Iodinemediated Diels-Alder reaction of the axially chiral N-acryl anilide with cyclopentadiene or isoprene proceeded with high diastereoselectivity.

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## Abstract For Abstract see ChemInform Abstract in Full Text.