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(2R,3R)-2-[(4-Chloro-phen-yl)hydroxy-meth-yl]cyclo-penta-none.

ABSTRACT: The title compound, C(12)H(13)ClO(2), was prepared by the direct asymmetric inter-molecular aldol reaction of cyclo-penta-none and 4-chloro-benzaldehyde catalysed by l-tryptophan in water. The absolute mol-ecular structure was determined to be a racemic twin with 91% (2R,3R) isomer and 9% of the (2S,3S) form. In the crystal structure, the mol-ecules are connected into a one-dimensional chain along the a axis through the formation of inter-molecular O-H?O hydrogen bonds. Further, non-conventional C-H?O and C-H?? contacts are observed in the structure, which consolidate the crystal packing.

SUBMITTER: Deng D

PROVIDER: S-EPMC2968076 | biostudies-literature | 2008 Dec

REPOSITORIES: biostudies-literature

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(2R,3R)-2-[(4-Chloro-phen-yl)hydroxy-meth-yl]cyclo-penta-none.

Deng Dongsheng D Liu Ping P Fu Weijun W Ji Baoming B

Acta crystallographica. Section E, Structure reports online 20081220 Pt 1

The title compound, C(12)H(13)ClO(2), was prepared by the direct asymmetric inter-molecular aldol reaction of cyclo-penta-none and 4-chloro-benzaldehyde catalysed by l-tryptophan in water. The absolute mol-ecular structure was determined to be a racemic twin with 91% (2R,3R) isomer and 9% of the (2S,3S) form. In the crystal structure, the mol-ecules are connected into a one-dimensional chain along the a axis through the formation of inter-molecular O-H⋯O hydrogen bonds. Further, non-conventional ...[more]

PMID: 21581621

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