What I Wish Everyone Knew About (1R,2S)-1-Amino-2,3-dihydro-1H-inden-2-ol

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In an article, author is Okuyama, Yuya, once mentioned the application of 136030-00-7, Recommanded Product: 136030-00-7, Name is (1R,2S)-1-Amino-2,3-dihydro-1H-inden-2-ol, molecular formula is C9H11NO, molecular weight is 149.1897, MDL number is MFCD00216656, category is chiral-nitrogen-ligands. Now introduce a scientific discovery about this category.

Synthesis of Saxitoxin and Its Derivatives

The chiral synthesis of (+)-saxitoxin and its derivatives is described. Two consecutive carbon-nitrogen bonds at C-5 and C-6 in saxitoxin were effectively installed by the sequential Overman rearrangement of an allylic vicinal diol derived from d-malic acid. The bicyclic guanidine unit was constructed by the intramolecular aminal formation of an acyclic bis-guanidine derivative possessing a ketone carbonyl at C-4. From the bicyclic aminal intermediate, (+)-saxitoxin, (+)-decarbamoyl-beta-saxitoxinol [(+)-dc-beta-saxitoxinol], and the unnatural skeletal isomer, (-)-iso-dc-saxitoxinol, were synthesized.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis¡ªI. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
,Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis