NUCLEOPHILIC SUBSTITUTION AT A SATURATED CARBON ATOM WITH RETENTION OF CONFIGURATION: THE REACTION OF TRANS-2-HALO-3-TERT-BUTYLOXIRANES WITH PHENOLATES

DOI: 10.1016/S0040-4039(00)98728-8

Source and publish data:

Tetrahedron Letters p. 4337 - 4340 (1985)

Update date:2022-08-02

Topics:

Authors:

Gasteiger, Johann

Kaufmann, Karlheinz

Herzig, Christian

Bentley, T. William

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Article abstract of DOI:10.1016/S0040-4039(00)98728-8

Whereas reaction of trans-2-chloro or 2-bromo-3-tert-butyloxirane with thiophenolate occurs at C-3 to give 2-phenylmercapto-3,3-dimethylbutanal, phenolates give substitution at C-2 with retention of the oxirane ring and retention of configuration with kin

Full text of DOI:10.1016/S0040-4039(00)98728-8

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