STEREOSELECTIVE CYCLIZATION OF (E)- AND (Z)-5,6-DIMETHYL-8-TRIMETHYLSILYL-6-OCTENALS

DOI: 10.1016/S0040-4039(01)93905-X

Source and publish data:

Tetrahedron Letters p. 6397 - 6400 (1989)

Update date:2022-08-04

Topics: Regioselectivity Diastereoselectivity Column chromatography NMR spectroscopy Protecting group Intramolecular Reaction Nucleophilic Attack Chiral Auxiliary Tandem Reaction Lewis Acid Catalysis Ring Strain Conformational Control Stereoelectronic Effects Aldehyde Functional Group Oxocarbenium ion Trimethylsilyl (TMS) group

Authors:

Asao, Kazuhiko

Iio, Hideo

Tokoroyama, Takashi

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Article abstract of DOI:10.1016/S0040-4039(01)93905-X

The diastereoselectivities in the acid-mediated cyclization of (E)- and (Z)-5,6-dimethyl-8-trimethylsilyl-6-octenals, both stereoselectively synthesized, were investigated.Excellent preference for the formation of cis-dimethylcyclohexanols was realized, s

Full text of DOI:10.1016/S0040-4039(01)93905-X

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