Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India.
Department of Chemistry, Amity Institute of Applied Sciences, Amity University, Noida, Uttar Pradesh 201301, India.
Org Lett. 2022 Sep 23;24(37):6857-6862. doi: 10.1021/acs.orglett.2c02820. Epub 2022 Sep 8.
A Rh(III)-catalyzed [5+2] annulation of vinyl tyrosines with symmetrical and unsymmetrical internal alkynes was achieved, furnishing a series of oxepine-mounted tyrosine-based unnatural amino acids. In addition, the chemical applicability of the developed strategy was exemplified by stapling amino acid/peptide-appended alkynes with vinyl tyrosines and late stage functionalization of tyrosine-containing dipeptides and tripeptide with internal alkynes.
铑（III）催化的乙烯基酪氨酸与对称和不对称内炔的[5+2]环加成反应，得到了一系列氧杂环庚烷取代的酪氨酸基非天然氨基酸。此外，通过将氨基酸/肽取代的炔与乙烯基酪氨酸以及含有酪氨酸的二肽和三肽与内炔的后期官能化，进一步说明了所开发策略的化学适用性。
