1,2,3,4-Tetrahydro-l-naphthol

Tetr ydronaphthalene (tetralin) yields 1,2,3,4-tetrahydro-l-naphthol (1-tetrol) and 3,4-dihydro-l(2H)-naphthalenone (1-tetralone) as the major products and smaller amounts of 1-hydroperoxy-l,2,3,4-tetrahydronaphthalene We reasoned that copolymer latexes... 

Secondary alcohols have been shown to undergo kinetic silylation in the presence of TIPSCl and chiral guanidines which function as superbases. For example, treatment of 1,2,3,4-tetrahydro-l-naphthol yielded the enantiomerically-enriched TIPS ether in 15% yield but 70% ee (eq 12) ... 

In a dry, nitrogen-flushed flask, MeLi (1.6-m solution in diethyl ether, 2.0 mmol) and EtMgBr (0.98-m solution in THF, 1.2 mmol) are added to THF (1.5 mL) at -78 °C. The solution is stirred 1 h at -78 °C. A solution of a-tetralone (170 1.0 mmol) in THF (1.5 mL) is added and the reaction mixture is stirred 5 h at -78 °C. Quenching by saturated aqueous NH4CI (10 mL), workup with EtOAc, and purification by short column chromatography (hexane/ethyl acetate) afford l-ethyl-l,2,3,4-tetrahydro-l-naphthol (171 89%). ... 

Tetrahydro-l-naphthalenaniine 1.2.3,4-Tetrahydronaphthalene 1.2.3,4-Telraliydro-l-naplilliol 5,6,7,8-Telrahydro-l-naphlhol 1.2.3.4-Telrahydro-2-naphthol... 

A chiral hydride complex, tentatively assumed to be 86, prepared by partially reacting LAH with (- )-N-methylephedrine (1 equivalent) and /V-ethylaniline (2 equivalents) was found to reduce 2-acetyl-5,8-dimethoxy-3,4-dihydronaphtha-lene (87) quantitatively to the (- )-carbinol (88) with 92% e.e. (94,95). Carbinol 88, which was obtained optically pure by recrystallization, could be converted to (/ )-(-)-2-acetyl-5,8-dimethoxy-l,2,3,4-tetrahydro-2-naphthol (89). The lat-... 

By contrast, an example of formation of enantioselective polymer from achiral monomers, where the chirality is inherent in the main chain is polymerization of 1,5-hexadiene with an optically active catalyst [77]. The catalyst precursors are (R,R) or (S,S)-[ethylene-l,2-bis(r -4,5,6,7-tetrahydro-l-indenyl)zirconium (l,l -by-l-naphtholate). The product is an optically active version of poly(methy-lene-1,3-cyclopentane) ... 

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