Phase‐Transfer‐Catalyzed Asymmetric Aza‐Henry Reaction Using  N ‐Carbamoyl Imines Generated In Situ from α‐Amido Sulfones | Zendy

Fini Francesco | Zendy; Sgarzani Valentina | Zendy; Pettersen Daniel | Zendy; Herrera Raquel P. | Zendy; Bernardi Luca | Zendy; Ricci Alfredo | Zendy

Premium

Phase‐Transfer‐Catalyzed Asymmetric Aza‐Henry Reaction Using N ‐Carbamoyl Imines Generated In Situ from α‐Amido Sulfones

Author(s) -

Fini Francesco,

Sgarzani Valentina,

Pettersen Daniel,

Herrera Raquel P.,

Bernardi Luca,

Ricci Alfredo

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200502646

Subject(s) - nitromethane , nitroaldol reaction , catalysis , chemistry , base (topology) , in situ , combinatorial chemistry , phase (matter) , medicinal chemistry , organic chemistry , enantioselective synthesis , mathematics , mathematical analysis

A general approach to the catalytic asymmetric aza‐Henry reaction has been developed. The combination of a commercially available phase‐transfer catalyst (PTC) with a base is able to promote the in situ formation of N‐ carbamoyl imines from α‐amido sulfones and activate nitromethane towards the asymmetric addition reaction, thus furnishing N ‐carbamoyl‐protected β‐nitroamines in good yields and with up to 98 % ee (see scheme; PG=protecting group).

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research