Structure of an anti-Aldol Addition Product of Benzaldehyde and a Pseudoephedrine-Derived O-Silyl Ketene N,O-Acetal

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Structure of an anti-Aldol Addition Product of Benzaldehyde and a Pseudoephedrine-Derived O-Silyl Ketene N,O-Acetal

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Title: Structure of an anti-Aldol Addition Product of Benzaldehyde and a Pseudoephedrine-Derived O-Silyl Ketene N,O-Acetal
Author: Myers, Andrew; Widdowson, Katherine L.; Schaefer, William P.; Marsh, Richard E.

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Citation: Marsh, Richard E., William P. Schaefer, Katherine L. Widdowson, and Andrew G. Myers. 1992. Structure of an anti-aldol addition product of benzaldehyde and a pseudoephedrine-derived O-silyl ketene N,O-acetal. Acta Crystallographica Section C: Crystal Structure Communications C48: 1948-1951
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Abstract: [4S-(4R*,5R*,8R*,9S*)]-2,2,5,6,8-Penta- methyl-4,9-diphenyl- 1,3-dioxa-6-aza-2-silacyclono-nan-7-one, CE2H29NO3Si, Mr = 383.56, monoclinic, P21, a = 6.550 (3), b = 17.318 (6), c = 20.129 (6) A, /3=98.83(3)° , V =2256.2(14) A 3, Z=4, Dx= 1.13 gcm -3, A(Mo Ka) = 0.71073 A,/z = 1.18 cm -1, F(000) = 824, room temperature, R on F = 0.039 for 4305 reflections with Fo 2 > 3cr(Fo2). The two independent molecules in this structure have nearly the same configuration and geometry. The Si atoms are tetrahedrally coordinated, with average Si--C bond distances of 1.842(3)/~ and average Si---O bond distances of 1.636 (7)A; angles at Si differ from 109.5 ° by an average of 3.5 °. The nine-membered rings are fully extended and the planes of the phenyl groups are approximately perpendicular to the nine- membered ring.
Published Version: http://dx.doi.org/10.1107/S0108270192002233
Other Sources: http://www.chem.harvard.edu/groups/myers/pdf_publications/actacrystal_1992_48_1948.pdf
Terms of Use: This article is made available under the terms and conditions applicable to Other Posted Material, as set forth at http://nrs.harvard.edu/urn-3:HUL.InstRepos:dash.current.terms-of-use#LAA
Citable link to this page: http://nrs.harvard.edu/urn-3:HUL.InstRepos:3190377
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