Synthesis of Chiral α-Vinyl Quaternary α-Amino Acid Derivatives through Organocatalyzed Asymmetric Conjugate Addition of Azlactone to Ynone
Abstract The first successful example of the stereoselective conjugate addition of azlactones to ynones is reported. Diaminomethylenemalononitrile organocatalysts efficiently promoted the asymmetric conjugate addition of azlactones to ynones, affording the corresponding α-vinyl quaternary α-amino acid derivatives in high yields with good to high enantioselectivities (up to 91% ee).
Authors
- Yuta Iino
- Kosuke Nakashima (ORCID: https://orcid.org/0000-0001-9323-3521)
- Tsuyoshi Miura (ORCID: https://orcid.org/0000-0003-1216-4507)
- Shin‐ichi Hirashima (ORCID: https://orcid.org/0000-0001-8125-5010)
- Yasuyuki Matsushima
Institutions
- Tokyo University of Pharmacy and Life Sciences (JP)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-10-07
- DOI
- https://doi.org/10.1021/acs.joc.6c01579
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00