The Benzoate and the Methyl Ether of 4-Hydroxycyclohexene

Abstract

Satisfactory preparations, from hydroquinone and its monomethyl ether respectively, were devised for the above cornp'ounds which were thought to be new.The methyl ether of 4-hydroxycyclohexene was a n oil, n y 1.4566, boiling a t 136OC.; the uncrystallized benzoate had nn, 1.5360 and b.p. 14g°C. at 12 nun.pressure.

Chiral [Bis(olefin)amine]rhodium(I) Complexes – Transfer Hydrogenation in Ethanol

“…The following organic compounds and metal precursors were prepared according to literature methods: tropCl, [19] [Rh 2 (µ 2 -Cl) 2 (C 2 H 4 ) 4 ], [20] [Rh 2 (µ 2 -Cl) 2 -(COD) 2 ], [21] [Rh 2 (µ 2 -Cl) 2 (CO) 4 ], [22] (2S)-2-amino-3-cyclohexa-1,4-dien-1-yl propanoate (3), [6] cyclohex-3-en-1-ylamine hydrochloride (7), [7] tropNH 2 , [23] 4-methylcyclohex-3-en-1-one (11) and 3-methylcyclohex-3-en-1-one (14), [8] …”

“…However, cycloheptenyl moieties are rather difficult to synthesize, whereas cyclohexenyl moieties are relatively easy to access by Diels-Alder reactions, Birch reductions and other synthetic methods. Starting from cyclohex-3-en-1-ylamine hydrochloride (7), [7] N-cyclohex-3Ј-en-1Ј-yl-5H-dibenzo-[a,d]cyclohepten-5-ylamine (8) was obtained by addition of a trop moiety in good yield (see Scheme 3). Subsequently, the two enantiomers of 8 were successfully separated on a preparative chiral HPLC column.…”

One-step reductive etherification of 4-[18F]fluoro-benzaldehyde with decaborane

“…17 All other reagents and substrates were purchased from commercial sources and were used without further purification. N.c.a.…”

New systematically modified vesamicol analogs and their affinity and selectivity for the vesicular acetylcholine transporter – A critical examination of the lead structure

“…The 3-fluoropropyl ether derivatives 6a and 7a were synthesized in the same way as the p-fluorobenzyl ether derivatives. Briefly, to get the epoxide precursor 5, we started with the elimination of water from cyclohexane-1,4-diol to obtain cyclohex-3-enol [40] which was epoxidized diasterioselectively by using tert-butyl hydroperoxide and Mo(CO) 6 [41]. Subsequent O-3-fluoropropylation with 3-fluoropropyl tosylate resulted in the cisepoxide 5 which reacted regioselectively with 4-phenylpiperidine (a) to the isomers 6a and 7a (reaction conditions as described in B in Scheme 1).…”

“…In brief, elimination of water from cyclohexane-1,4-diol gave cyclohex-3-enol [40] which was epoxidized diasterioselectively by using tert-butyl hydroperoxide and Mo(CO) 6 [41] to obtain the racemic epoxy alcohol. Subsequent O-p-fluorobenzylation resulted in the cis-epoxide (±)-2.…”