First Enantioselective Catalytic Wittig Reaction | Zendy

Werner Thomas | Zendy; Hoffmann Marcel | Zendy; Deshmukh Sunetra | Zendy

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First Enantioselective Catalytic Wittig Reaction

Author(s) -

Werner Thomas,

Hoffmann Marcel,

Deshmukh Sunetra

Publication year - 2014

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.201402941

Subject(s) - enantioselective synthesis , desymmetrization , chemistry , wittig reaction , diphosphines , catalysis , ketone , organic chemistry , enantiomeric excess , benzene

Herein we present the first catalytic enantioselective Wittig reaction. Chiral mono‐ and diphosphines were employed as catalysts for the desymmetrization of a prochiral ketone. The reaction was performed under microwave dielectric heating as well as under conventional heating. Selected catalysts led to moderate to good yields and enantioselectivities. In the presence of (+)‐1,2‐bis[(2 S ,5 S )‐2,5‐dimethylphospholano]benzene [( S , S )‐Me‐DuPhos], an enantiomeric excess of up to 90 % was obtained.

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