Construction of All‐Carbon Chiral Quaternary Centers through Cu I ‐Catalyzed Enantioselective Reductive Hydroxymethylation of 1,1‐Disubstituted Allenes with CO 2 | Zendy

Qiu Jia | Zendy; Gao Shen | Zendy; Li Chaopeng | Zendy; Zhang Lei | Zendy; Wang Zheng | Zendy; Wang Xiaoming | Zendy; Ding Kuiling | Zendy

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Construction of All‐Carbon Chiral Quaternary Centers through Cu I ‐Catalyzed Enantioselective Reductive Hydroxymethylation of 1,1‐Disubstituted Allenes with CO 2

Author(s) -

Qiu Jia,

Gao Shen,

Li Chaopeng,

Zhang Lei,

Wang Zheng,

Wang Xiaoming,

Ding Kuiling

Publication year - 2019

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201903906

Subject(s) - enantioselective synthesis , catalysis , chemistry , alcohol , quaternary carbon , reductive elimination , copper , organic chemistry , medicinal chemistry , combinatorial chemistry

A catalytic enantioselective construction of all‐carbon chiral quaternary centers through reductive hydroxymethylation of 1,1‐disubstituted allenes with CO 2 has been developed. In the presence of a copper/Mandyphos catalyst, CO 2 is transformed into an alcohol oxidation level by an asymmetric reductive C−C bond formation with allenes by using hydrosilane (HSi(OMe) 2 Me) as a reductant. The resulting chiral homoallylic alcohols are versatile synthetic intermediates and can be conveniently converted into a variety of useful chiral chemicals.

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