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Asymmetric diels alder reaction using pyrazole derivatives as a chiral catalyst

✍ Scribed by Choji Kashima; Yohei Miwa; Saori Shibata; Hiroyuki Nakazono

Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
79 KB
Volume
40
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

N‐Acylpyrazoles (1) were promising as good dienophiles, which were easily converted into the desired carboxylic derivatives. Bis(pyrazolyl)methanes, which were derived from chiral pyrazoles, showed the activity of chiral catalyst. Particularly 10 mol% of bis(isomenthopyrazol‐1,1′‐yl)methane (8a) catalyzed enantioselectively the Diels Alder reaction up to 40 % ee by the formation of complex with Mg(ClO~4~)~2.~

📜 SIMILAR VOLUMES

Asymmetric conjugate addition reaction u
Asymmetric conjugate addition reaction using pyrazole derivatives as a chiral catalyst
✍ Choji Kashima; Hiroyo Yokoyama; Saori Shibata; Kiyoshi Fujisawa; Takehiko Nishio 📂 Article 📅 2003 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 27 KB

## Abstract The conjugate addition of Grignard reagent (**2**) onto 1‐α,β‐unsaturated)acyl 3,5‐dimethylpyrazole (**1**) was enantioselectively catalyzed by the copper complex from cuprous compounds and 3‐phenyl‐__l__‐mentho‐pyrazole (**3**).