J -//-camphor

Jamaica. Uuocas (l-ai Wood 2 37 rrfttn t.eavet i. c2 I>nod l-.ICi Dead 1 Crude j- Camphor... 

The bicycloheptanone 95 undergoes aminomethylation with predominant replacement of the less hindered exo-W atom, unlike J-camphor, which affords the more stable cnifo-aminomethyl derivativc.- Bicycloheptanedione 97 (Fig. 37), also, gives the unexpected b %-endo,endo-aminomc hy derivative 98. ... 

Significant counterion effects are observed in the enantioselectivity of addition of diethylzinc to benzaldehyde using a titanium/a-acetyl-(5 )-BINOL system. rran5-l,2-Diaminocyclohexane - a common motif used in asymmetric catalysis - exhibits a dihedral angle of ca 60° between the amino groups, whereas rranx-ll,12-diamino-9,10-dihydro-9,10-ethanoanthracene (124) is constrained to >110°. Further functionality and chirality has been incorporated by the formation of bis-sulfonamides of (124), using (S j-camphor sulfonyl chloride. The... 

Peterson J. Camphor bindir by Pseudomoruu putida cytochrome P-450. Arch Biochecn Bio-phys 1971 144 678-693. 

Figure 3. Compound I of cytochrome P450cam and chloroperoxidase (inset). Spectra (A) and (B) are the ferric form and Compound I of P450cam in the absence of the substrate J-camphor, respectively. Data are taken from [68]. Spectra (1) and (2) in the inset are the ferric form and Compound I of chloroperoxidase [69].

Figure 5. Hanes plot of the kinetics of the first reduction of cytochrome P450cam by putidaredoxin. The experiment was performed in 50 mM potassium phosphate pH 7.2, 0.5 mM J-camphor at 20 C. The concentration of P450cam after flow was 2 xM. The concentration of Pd was varied from 2 xM to 20 pM after flow. Symbols are [ ] wild-type, [ ] Asp251Asn. The calculated Vmax for wild-type is 65/s and 172/s for Asp251Asn. The ATm for wild-type is 1.6 pM and 3.0 pM for Asp251Asn. Data taken from [15].

Monomer IXb was prepared starting from racemic 4-aminophenyl-p-tolylsulfoxide which was resolved in its enantiomers using J-camphorsulfonic acid, and reacted with maleic anhydride it polymerizes with aniline and is resolved into its enantiomers using J-camphor-sulfonic acid. The monomer obtained by reaction with maleic anhydride polymerized in good yield but with a weak degree of polymerization with radical initiators (Mn between 1800 and 3200). 

Phelan III, W. J. Camphor poisoning over-the-counter dangers. Pediatrics, 57,428. 

Figure 26.7. Isoborneol, a stereoisomer of borneol, can be prepared in the laboratory by a two-step sequence. In the first step, borneol is oxidized to camphor by treatment with chromic acid. In the second step, camphor is reduced with sodium borohydride to a mixture of 85% isoborneol and 15% borneol. On the basis of yj hese transformations, deduce structural formulas for isoborneol and camphor, j...

This oil contains about -IQ per cent, of terpenes, priuoipally terpinooe, terpineol, terpineuol-J, and small ijuantitics ol caters. Possibly borneol aod camphor nre present io tcacea. 

Rabak detected d-camphor, ciuwjl, piueiie, ihev oce. and horneol io tbe oil, as well as Icaces of free Coi niic acid, and loimic j.od acclic acids in the form ot esters. 

The sense of the asymmetric induction at the /J-carbon of 10 is opposite to that of 7, indicating that 10 reacts with the Gilman reagents in a conformation where the carbonyl is s-trans to the a,(i double bond to avoid steric repulsion of the a-substituent and the camphor residue. 

Optically active bicyclo[2.2,2]octanes can be obtained via diastercoselective MIMIRC reaction of lithium dienolates and a,/ -unsaturated esters of various chiral alcohols. Good yields (70-90%), high endo selectivities (> 95%) and diastereomeric ratios that depend on the auxiliary alcohol are found in these additions. The highest diastereomeric ratio reached was 18 82 using a camphor derived sulfonamide. The diastereomeric ratio could be improved (up to 9 91) by titanium(IV) chloride catalyzed addition of the corresponding silylenolates with the chiral a,/J-unsaturated esters358. 

C7H iBrN207 77-65-6) see Acecarbromal L-carnitinamide D-camphorate (Ci7H32N20(j 73804-72-5) see Carnitine DL-carnitinamide chloride... 

Chapman PJ, G Meerman, JC Gnnsalns, R Srinivasan, KL Rinehart (1966) A new acyclic metabolite in camphor oxidation. J Amer Chem Soc 88 618-619. 

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