Structure of a Syn Aldol Addition Product of Benzaldehyde and A Prolinol-Derived O-Silacyclopentyl Ketene N,O-Acetal

 
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Marsh, Richard E.
Schaefer, William P.
Kephart, Susan E.
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https://doi.org/10.1107/S0108270192008825
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Marsh, Richard E., William P. Schaefer, Susan E. Kephart, and Andrew G. Myers. 1993. Structure of a syn aldol addition product of benzaldehyde and a prolinol-derived O-silacyclopentyl ketene N,O-acetal. Acta Crystallography Section C: Crystal Structure Communications C 49: 185-188.
Abstract
The compound (5S,6S,11 aS)-hexahydro-6-methyl-5-phenylspiro[1H,7H-pyrrolo[2,1-e][1,3,6,2]dioxazasilonine-3,1'-silacyclopentan]-7-one (1) results from the silicon-directed condensation of the prolinol-derived O-silacyclopentyl ketene N,O-acetal (2) with benzaldehyde. The five-membered pyrrolidine ring has an envelope conformation and the silacyclopentyl ring has an en-type conformation with C17 and C18 on opposite sides of the CI6--Si--C19 plane. Both of these rings appear to be disordered.
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