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Title of Article

CHEMICAL TRANSFORMATION OF ISOBORNYLSULFENYLSALICYL ALDIMINE TO OBTAIN NOVEL SULFINYL-CONTAINING COMPOUNDS


Issue
4
Date
2014

Article type
scientific article
UDC
547.599.4; 547.415.3; 547.551.55
Pages
159-163
Keywords
isobornanthiol, sulfenimines, sulfinimines, asymmetric oxidation, asymmetric synthesis


Authors
Izmestev E.S.
Institut khimii Komi nauchnogo tsentra Uralskogo otdeleniya RAN, Syktyvkar

Sudarikov D.V.
Institut khimii Komi nauchnogo tsentra Uralskogo otdeleniya RAN, Syktyvkar

Rubtsova S.A.
Institut khimii Komi nauchnogo tsentra Uralskogo otdeleniya RAN, Syktyvkar

Kuchin A.V.
Institut khimii Komi nauchnogo tsentra Uralskogo otdeleniya RAN, Syktyvkar


Abstract
The synthesis of sulfenimine based on isobornanthiol and salicylaldehyde with yield 71% has been carried out followed by its oxidation to isobornylsulfinimine as a diastereomeric mixture and reduction of obtained sulfinimines to N- substituted isobornylsulfinamides with high yields. N- substituted sulfinamide with ( R )-configuration of the sulfur atom is proposed to be used to prepare 1,3-benzoxazine heterocycles with an isobornyl fragment.

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