Tetrahedron p. 2663 - 2674 (1988)
Update date:2022-07-30
Topics:
Vader, Jan
Koopmans, Rimco
Groot, Aede De
Veldhuizen, Albertus van
Kerk, Sies van der
New reagents for the stereoselective synthesis of 2-substituted perhydrofuro<2,3b>furans are described.In the successful approach towards the latter compounds, the key steps were the addition of a monolithio-2α-methoxy-3β-<(phenylsulfonyl)-methyl>perhydrofuran to an aldehyde and a dilithio-2α-methoxy-3β-<(phenylsulfonyl)-methyl>perhydrofuran to a carboxyl derivative, respectively.The structures and conformations of the 2-tert-butyl- and 2-isopropylperhydrofuro<2,3b>furans were examined by means of (1)H-NMR double resonance and the 2D-NOE spectroscopy.
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