Chiral Biscarboline  N,N′ ‐Dioxide Derivatives: Highly Enantioselective Addition of Allyltrichlorosilane to Aldehydes | Zendy

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Chiral Biscarboline N,N′ ‐Dioxide Derivatives: Highly Enantioselective Addition of Allyltrichlorosilane to Aldehydes

Author(s) -

Bai Bing,

Shen Lan,

Ren Jie,

Zhu Hua Jie

Publication year - 2012

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201100592

Subject(s) - chemistry , enantioselective synthesis , catalysis , lewis acids and bases , organic chemistry , aldehyde , base (topology) , medicinal chemistry , mathematical analysis , mathematics

The allylation of aromatic and aliphatic aldehydes with allyltrichlorosilanes has been catalyzed with a new Lewis base organocatalyst, 1,1′‐biscarboline N,N′ ‐dioxide with high enantioselectivities of up to 99% for 4‐methoxybenzaldehyde and 97% ee for cycloformaldehyde, respectively. In total, 13 heteroaryl and aliphatic aldehydes were tested.

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