2-Cyclohexen-l-ol, 2-methyl-5-

Cyclohexanones, 2-alkyl-5 methyl-, 56 Cyclohexene, 34 Cyclohexene, 1,6-dibromo-, 34 CYCLOHEXENE, 3-METHYL-, 101 Cyclohexene, 1-phenyl- [Benzene, (1-eyclohexen-l-yl)-], 106 2-Cyclohexen-l-ol, 2-bromo-, 34 2-Cyclohexen-l-ol, 3-methyl-, 101 2-Cyclohexen-l-one, 2-allyl-3-methyl-[2-Cyclohexen-l-one, 3-methyl-2-(2-piopenyl)-], 55... 

A. 3-Methyl-2-cyclohexen- -ol 2-Cyclohexen-l-ol, 3-methyl-]. A solution of 33.6 g. (0.305 mole) of 3-methyl-2-cyclohcxen-l-one [2-Cyclo-hexen-l-one, 3-methyl-] (Note 1) in 600 ml. of anhydrous ether is placed... 

In 1963, Dauben and Berezin published the first systematic study of this syn directing effect (Scheme 3.15) [37]. They found that the cyclopropanation of 2-cyclohexen-l-ol 32 proceed in 63% yield to give the syn isomer 33 as the sole product. They observed the same high syn diastereoselectivity in a variety of cyclic allylic alcohols and methyl ethers. On the basis of these results, they reasonably conclude that there must be some type of coordinative interaction between the zinc carbenoid and the substrate. 

Cyclohexen-l-ol, 2-methyl-5-(l-methyl-ethenyl) [994 8 9], 106 acetate (1205-42-1], 106 2-Cyclohexen-l-one, 3- 3-butenyl)-(22627-45-81,56... 

Methyl-3-penten-2-ol 6. The vinyl group and the allyl group. 2-Methyl-2-cyclohexen-l-ol... 

Fig. 3.1. (cont.) (S)(+)-isopiperitenone (3-methyl-6-(5 )-isopropenyl-2-cyclo-hexen-l-one) 17, isopiperitenol (3-methyl-6-isopropenyl-2-cyclohexen-l-ol) 18, isorobinal (4-isopropenyl-3-oxo-l-cyclohexene-1-carbaldehyde) 19, robi-nal (3-oxo-4-isopropylidene-l-cyclohexene-1-carbaldehyde) 20, a, a -acariolide (3-(4/-methyl-3/-pentenyl)-2(5//)-furanone) 21, a,/ -acariolide (4-(4 -methyl-3 -pentenyl)-2(57/)-furanone) 22, / -acariolide (( )-2-(4/-methyl-3/-pentenylidene)-... 

A small, structurally distinct class of 1 -substituted allylic alcohols consists of those that are conformationally restricted by incorporation into a ring system. These allylic alcohols may be further subdivided into two types, depending on whether the double bond is endocyclic or exocyclic. For allylic alcohols with endocyclic double bonds, kinetic resolution gives 2-cyclohexen-l-ol (71) with 30% ee [14], (4a.S, 2/ )-4a-methyl-2,3,4,4a,5,6,7,8-octahydro-... 

Vite J. P., Pitman G. B., Fentiman A. F., Jr, and Kinzer G. W. (1972b) 3-Methyl-2-cyclohexen-l-ol isolated from Dendroctonus. Naturwissenschaften 59, 469. 

A similar procedure has been employed to silylate the dianion of 3-methyl-3-buten-2-ol (67% yield).11 In systems where such internal activation 1s not possible (e.g. 2-methyl-2-cyclohexen-l-ol), dianion formation can be performed in hexane to give a 75% yield of the corresponding di sily1 compound.1 ... 

The chemical constituents of H. suaveolens comprise of essential oils and a few triterpenes (49, 50, 51, 52). Iwu et al. (53) identified in the steam distilled oil 32 terpenoid compounds. The major compounds were limonene thujane, a.-pinene, a.-phellandrine, 3-cyclohexen-l-ol, 4-methyl-l-(l-methylethyl)-3-cyclohexen-1 -ol, 3 -cyclohexen-1 -carboxyaldehyde, elemene, 4,11,11 -trimethyl-8-methylene-bicyclo[7.2.0]undec-4-ene, octahydro-l,4-dimethylazulene, 5.a., 8.p.,H-9.p.,H-10.a.-labd-14-ene 5.a-androst-9(ll)-en-12-one and 5.a.-androstan-2,ll-dione. Fun et al. (54) showed by GC analysis that the oil has high contents of 1,8-cineole (27-38%) and sabinene (12-18%). Analysis of the oil by Thoppil and Jose (55) showed the presence of citronellyl acetate, fl-caryophyllene, piperitone oxide and geranyl acetate. Zollo et al. (56) reported that the most abundant compounds in the oil collected from Cameroon were hydrocarbons (> 58%). Tchoumbougnang et al. (57) reported the presence of sabinene (20.6%), yff -caiyophyllene (17.5%) and bergamotol (10.9%) as the... 

In unsubstituted pyridine ligand the selectivity for the formation of 2-cyclohexenone was almost 100 %. Substitution of methyl groups in the beta and gamma positions of the pyridine ring decreases the selectivity for formation of 2-cyclohexenone and increases that of 2-cyclohexen-l-ol. Product yield also increases with methyl substitution in tbe pyridine ring. The oxidation reaction did not occur in protic solvents like methanol or in mixtures of solvent like chloroform or benzene. Product yield was very low compared to CHP as the oxidising agent (Table-3). In all these reactions with NMO, cyclohexene oxide was not detected. Chloroform was found to be the suitable solvent for tbe reaction. 

CYCLOHEXEN-l-ONE. Importantly, only 1.6 equivalents of Ag20 are required for efficient coupling. The final preparation in this series illustrates the hydrosilation of racemic 3-butyn-2-ol catalyzed by a phosphine based platinum(O) catalyst. The resultant racemic (E)-vinylsilane is then resolved with a commercially available lipase and subjected to a Johnson ortho ester Claisen rearrangement to afford [3R- AND 3S-]-(4E)-METHYL... 

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