Benzoylthiourea–Pyrrolidine as Another Bifunctional Organocatalyst: Highly Enantioselective Michael Addition of Cyclohexanone to Nitroolefins | Zendy

Ban Shurong | Zendy; Zhu Xixia | Zendy; Zhang Zhiping | Zendy; Xie Hongyu | Zendy; Li Qingshan | Zendy

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Benzoylthiourea–Pyrrolidine as Another Bifunctional Organocatalyst: Highly Enantioselective Michael Addition of Cyclohexanone to Nitroolefins

Author(s) -

Ban Shurong,

Zhu Xixia,

Zhang Zhiping,

Xie Hongyu,

Li Qingshan

Publication year - 2013

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201300225

Subject(s) - chemistry , cyclohexanone , pyrrolidine , bifunctional , enantioselective synthesis , michael reaction , organocatalysis , organic chemistry , catalysis

Asymmetric Michael addition of cyclohexanone to nitrostyrenes in the presence of organocatalyst 1 (10 mol‐%) and 2,4‐dichlorobenzoic acid (10 mol‐%) afforded the corresponding synthetically valuable γ‐nitroketones in moderate to good yields with high diastereoselectivities (up to >99:1 dr ) and high enantioselectivities (up to >99 % ee ) under mild conditions.

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