Catalysis

Nuclear magnetic resonance spectroscopy

Economics

Stereochemistry

Organic chemistry

Reagent

Financial economics

Aldehyde

Stereoselectivity

Chemistry

Derivative (finance)

Tetrahedron

New reagents for the stereoselective synthesis of 2-substituted perhydrofuro[2,3b]furanas are described. Ia the successful approach towards the latter compounds, the key steps were the addition of a aonolithio-2α-methoxy-3β-[(phenylsulfonyl)-methyilperhydrofuran to an aldehyde and a dilithio-2α-methoxy-3β-[(pheaylsulfonyl)-methyl]perhydrofuran to a carboxy1 derivative, respectively. The structures and conformations of the 2-tert-butylmtyl- and Z-isopropylper-hydrofuro [2,3b]furans were examined by means of 1H-NMR double resonance and the 2D-NOE spectroscopy.

Stereoselective syntheses of 2-subtituted perhydrofuro[2,3b]furans