Asymmetric Aldol Synthesis: Choice of Organocatalyst and Conditions | Zendy

Nakashima Erika | Zendy; Yamamoto Hisashi | Zendy

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Asymmetric Aldol Synthesis: Choice of Organocatalyst and Conditions

Author(s) -

Nakashima Erika,

Yamamoto Hisashi

Publication year - 2017

Publication title -

chemistry – an asian journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.18

H-Index - 106

eISSN - 1861-471X

pISSN - 1861-4728

DOI - 10.1002/asia.201601525

Subject(s) - aldol reaction , yield (engineering) , acetone , chemistry , proline , tetrazole , enantioselective synthesis , aldol condensation , organocatalysis , catalysis , organic chemistry , biochemistry , amino acid , materials science , metallurgy

This is the first report of a successful asymmetric aldol reaction of acetone and 4‐nitrobenzaldehyde catalyzed by only 0.01 mol % of proline tetrazole (5‐pyrrolidin‐2‐yltetrazole). Amazingly, 3 mol % of water as an additive has significantly improved the efficiency of the aldol reaction in terms of yield and enantioselectivity, up to a 0.1‐mol‐scale production (up to 99 % isolated yield, 84 % ee ).

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