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Enantioselective Synthesis of 3,4-Disubstituted cis - and trans -1,2,5-Thiadiazolidine-1,1-dioxides as Precursors for Chiral 1,2-Diamines

✍ Scribed by Schüttler, Christian; Li-Böhmer, Zhen; Harms, Klaus; von Zezschwitz, Paultheo


Book ID
121252054
Publisher
American Chemical Society
Year
2013
Tongue
English
Weight
228 KB
Volume
15
Category
Article
ISSN
1523-7060

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An improved procedure for the synthesis
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## Abstract An improved synthesis for the preparation of 3‐oxo‐1,2,5‐thiadiazolidine 1,1‐dioxides has been developed. This facile two‐step procedure fromα‐amino acid esters and chlorosulfonyl isocyanate results in excellent yields of products.

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A sulfahydantoin (3-oxo-1,2,5-thiadiazolidine 1,1-dioxides) absolute configuration of the chiral centers for the derivative L-Phe-D-Ala, a congener of the series, was established by X-motif is used as a new type of peptidic constraint to lock two consecutive amide nitrogens by a sulfonyl bridge. The