ArticleTetrahedron2011
Practical asymmetric synthesis of β-hydroxy γ-amino acids via complimentary aldol reactions.
Article in Tetrahedron, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
What it found
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The trial behind it
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Who cites it
3 citing papers in PubMed.
- Diversity-oriented synthesis encoded by deoxyoligonucleotides.Nature communications · 2023Article
- Build/couple/pair strategy for the synthesis of stereochemically diverse macrolactams via head-to-tail cyclization.ACS combinatorial science · 2012Article
- An aldol-based build/couple/pair strategy for the synthesis of medium- and large-sized rings: discovery of macrocyclic histone deacetylase inhibitors.Journal of the American Chemical Society · 2010Article
Corrections and comments
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Authors and funding
10 authors.
Funding
Abstract
Orthogonally protected chiral β-hydroxy-γ-amino acids can be accessed in >100 g quantities from readily available starting materials and reagents in 3-4 steps. These chiral synthons contain two adjacent stereocenters along with suitably protected functional groups (O-TBS, N-Boc) for downstream reactivity. Implementation of two existing aldol technologies allows rapid access to all possible stereoisomers of 1. The guiding principles during reaction optimization were reaction scalability and operational efficiency. Conversion of the amino acids to a variety of chiral building blocks in 1-2 steps demonstrates their synthetic utility.
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Registered trials
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