Tetrahedron Letters p. 1763 - 1766 (2018)
Update date:2022-08-17
Topics:
Shahsavari, Shahien
Wigstrom, Travis
Gooding, James
McNamara, Chase
Fang, Shiyue
The 1,3-dithian-2-yl-methyl (Dim) and its analogous groups including dimethyl-Dim (dM-Dim) can provide a new dimension of orthogonality for carboxylic acid protection. They can be deprotected under nearly neutral oxidative conditions. In this paper, the protection of carboxylic acid with dM-Dim, deprotection of dM-Dim ester with sodium periodate, stability of dM-Dim protected carboxylic acid under acidic and basic conditions, and selective deprotection of dM-Dim protected carboxylic acids in the presence of tertiary butyl and methyl esters are presented.
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