Optically active α-phenylethylamine as efficient organocatalyst in the solvent-free reactions between 2,3-butanedione and conjugated nitroolefins.

Abstract:

:(R)-(+) and (S)-(-)-1-phenylethylamine have been shown to promote highly diastereoselective and complementary enantioselective formal [3 + 2]carbocyclization reactions between 2,3-butanedione and conjugated nitroalkenes with formation of enantiomerically rich 2-hydroxy-3-nitrocyclopentanone derivatives. The reactions were carried out both in solvent and under solvent-free conditions. The absolute configurations of the products were assigned by X-ray and circular dichroism spectra analyses.

journal_name

Chirality

journal_title

Chirality

authors

Felluga F,Forzato C,Nitti P,Pitacco G,Prati F,Valentin E,Zangrando E

doi

10.1002/chir.22088

subject

Has Abstract

pub_date

2012-12-01 00:00:00

pages

1005-12

issue

12

eissn

0899-0042

issn

1520-636X

journal_volume

24

pub_type

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