Addition of racemic alkoxyallylstannanes to an enantiomerically pure 2-methoxyoxazolidine: an example of combined mutual diastereoface selection and kinetic resolution
The BF3.Et2O-promoted addition of racemic alpha- and gamma-alkoxyallylstannanes 2 or 3 to the 2-methoxyoxazolidine 1 afforded adducts 4 and 5 in diastereomeric ratios up to 95:5 accompanied by enantioenriched gamma-stannanes (R)-3. This behavior is consistent with a fast alpha-to-gamma rearrangement of the alkoxystannanes followed by an enantiomer- as well as mutual diastereoface-discriminating condensation.
Redlich, Hartmut; Schneider, Bernd, Liebigs Annalen der Chemie, 1983, # 3, p. 412 - 424
作者:Redlich, Hartmut、Schneider, Bernd
DOI:——
日期:——
Paulsen, Hans; Roden, Klaus; Sinnwell, Volker, Liebigs Annalen der Chemie, 1981, # 11, p. 2009 - 2027
作者:Paulsen, Hans、Roden, Klaus、Sinnwell, Volker、Luger, Peter