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Synlett
DOI: 10.1055/a-2508-4824
DOI: 10.1055/a-2508-4824
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Small Molecules in Medicinal Chemistry
Straightforward Synthesis of Unnatural α,α-Disubstituted α-Amino Acid Derivatives Using Readily Accessible Building Blocks
These studies were financially supported by the Japan Society for the Promotion of Science (JSPS KAKENHI; Grant Numbers: JP26870217, JP17K17750, JP21K05290), JST Adaptable and Seamless Technology transfer Program through Target-driven R&D (A-STEP) (Grant Number: JPMJTM22EA), the Tamura Science and Technology Foundation, the Kanamori Foundation, the TOBE MAKI Scholarship Foundation, The Society of Synthetic Organic Chemistry (Japan), and the Ube Foundation to K.T.
This Account is dedicated to Professor Takeo Kawabata on the occasion of his 70th birthday.
Abstract
Unnatural α,α-disubstituted α-amino acids have played a privileged role in drug discovery campaigns, and the development of their efficient synthetic methods has thus received continuous attention. This account describes our originally developed synthetic methods to obtain α,α-disubstituted α-amino acid derivatives using readily accessible building blocks.
1 Introduction
2 Asymmetric Synthesis of α,α-Disubstituted α-Aryl α-Amino Acid Derivatives via ‘Memory of Chirality’
3 Synthesis of Natural-Product-Derived α,α-Disubstituted α-Amino Acid Derivatives by Chemical Engineering of Natural Product Extracts
4 One-Pot Synthesis of α,α-Disubstituted α-Amino Acid Derivatives by Ammonia-Ugi Reaction
5 Conclusions
Key words
α,α-disubstituted α-amino acid - memory of chirality - Bucherer–Bergs reaction - Ugi reaction - ammonia-Ugi reaction - natural product extractPublication History
Received: 22 November 2024
Accepted after revision: 27 December 2024
Accepted Manuscript online:
27 December 2024
Article published online:
13 February 2025
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