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Treatment of acetals derived from ortho substituted benzaldehyde chromium tricarbonyl complexes and methanol with homoallylic alcohol and titanium tetrachloride produces the corresponding (RS,RS,SR,RS)-cis-2-aryl-4-chloro-tetrahydropyran complexes completely diastereoselectively. Thus, by this method, homochiral (R)-(-)-o-anisaldehyde chromium tricarbonyl is converted, after decomplexation, to homochiral (R,S)-(+)-cis-2-o-anisyl-4-chloro-tetrahydropyran. © 1991.

Original publication

DOI

10.1016/S0957-4166(00)82002-9

Type

Journal article

Journal

Tetrahedron: Asymmetry

Publication Date

01/01/1991

Volume

2

Pages

1085 - 1088