In 2022,Lee, Ju Young; Varshnaya, Rohit Kumar; Yoo, Eun Jeong published an article in Organic Letters. The title of the article was 《Synthesis of Chiral Diazocine Derivatives via a Copper-Catalyzed Dearomative [5+3] Cycloaddition》.Name: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol The author mentioned the following in the article:
Copper-catalyzed [5+3] cycloaddition of N-aromatic zwitterions and enol diazoacetates produced enantio-enriched diazocine derivatives A sterically encumbered BOX ligand and NaBArF additive played significant roles in driving the overall catalytic process via the unfavorable dearomatization to construct the desired eight-membered heterocyclic compounds The induced stereoselectivity was preserved after further modifications of the skeleton, which demonstrates the potential applications of the developed asym. catalysis. In the experimental materials used by the author, we found (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Name: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)
(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Name: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts