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2005
Organo-phosphorus compounds
S 0080
A Concise Synthesis of Diethyl 1-(tert-Butoxycarbonylamino)-1-alkenylphospho— Under optimized conditions, diastereomeric pure cis or trans thioxo oxazo14- 179 nates.
lidines, or diastereomeric mixtures, undergo elimination reactions to give the title compounds with complete stereoselectivity. The cis-isomers are converted into (Z)-alkenylphosphonates, whereas the trans-isomers give (E)-alkenylphosphonates exclusively. The intermediately formed N-Boc protected thioxo oxazolidines are subjected, without isolation, to the action of tBuOK as the base. — (BLAZEWSKA, K.; GAJDA*,
T.; Tetrahedron 60 (2004) 51, 11701-11707; Inst. Org. Chem., Tech. Univ., PL-90-924
Lodz, Pol.; Eng.) — Klein
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