Npys-Mediated Elimination Reactions of Alcohols and Thiols: A Facile Route to Dehydroalanine and Dehydrobutyrine Building Blocks

作者：Olsen Frank N; Tsakos Michail; Poulsen Thomas B^*

来源：Synlett, 2015, 26(19): 2697-2701.

DOI：10.1055/s-0035-1560537

• 3-nitro-2-pyridinesulfenyl
• Npys-Cl
• dehydroalanine
• elimination
• amino acids

We report a new and rapid method for side-chain dehydration/dehydrothiolation of serine, threonine, and cysteine building blocks. The method relies on activation with 3-nitro-2-pyridinesulfenyl chloride (Npys-Cl) followed by treatment with base. It is possible to perform the sequence as a one-pot operation and due to the significant functional-group compatibility of Npys-Cl, this method may be compatible with multifunctional and complex substrates.

• 出版日期2015-12