The effect of hexafluorobenzene on carboalkoxynitrene reactions

Breslow, David S.; Edwards, E. I.

doi:10.1016/s0040-4039(01)85035-8

Cited by 11 publications

(8 citation statements)

References 5 publications

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“…All yields were at least as good as those reported in the literature. The oxidation of the alcohol [22] to aldehyde [23] [24] did depend on using recrystallized aldehyde [23] and that the NMR of aldehyce [23] showed the same doublet for the aldehyde 29 proton as has been reported.…”

Section: Carbonylnitrenessupporting

confidence: 71%

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A study of the photolysis of O-methyl podocarpinitrile oxide

Hunter¹

2000

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Section: Carbonylnitrenessupporting

confidence: 71%

“…(Table XVII). [20] to methyl 0-methyl podocarpate [2]], reduction of ester [21] to 0-methyl podocarpinol [22], oxidation of alcohol [22] to 0-methyl podocarpinal [23], conversion to 0-methyl podocarpaldoxime [24], and then oxidation to 0-methyl podocarpinitrile oxide [l] in an overall yield of 41%. (Figure 1.)…”

Section: Carbonylnitrenesmentioning

confidence: 99%

A study of the photolysis of O-methyl podocarpinitrile oxide

Hunter¹

2000

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“…The third compound (22%) was identified as 2-(l-propenvl)phenyl acetate (3): ir (neat) 5.75 (-OAc), 6.1 µ (C=C); nmr (CDC1S) S 1.89 (d, 3 H, CH3C=C-), 2.32 (s, 3 H, CH3COO-). 6.3 (m, 2 H, -CH=CH-), and 7.25 (m, 4 H, aromatic).…”

mentioning

confidence: 99%

Effect of dichloromethane on the reaction of carbethoxynitrene with trans-1,2-dimethylcyclohexane

Belloli¹,

Whitehead²,

Wollenberg³

et al. 1974

J. Org. Chem.

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4) The use of HOAc as solvent along with Ac20 (1:1 volume ratio) improves the yield of o-alkylphenol and minimizes the formation of alkylcatechols (Table I). This type of aromatization will be fully discussed In a separate paper, (5) Identified by ir and nmr only, (6) J. Plesek, Chem. Listy. 49, 1844 (1955). ( 7) Benzofuran was isolated when the product of aromatization of cyclohexanone was further treated with sulfuric acid-acetic anhydride. This type of aromatization will be fully discussed in a separate paper. (8) T.

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“…The cis aziridine 3, bp 47-48°(0.3 mm), was obtained in 41% yield: ir spectrum C=0 at 1680 cm-1 (neat); NMR i-Pr as two doublets, 6 H, at 0.94 and 1.06, split by the methine H, J = 6 Hz, and due to the chirality of the adjacent ring carbon;1819 ring CH3 d, 1.30, integrated together with t-Bu, s, 1. 22,12 H; isopropyl CH m, 2.0-2.2, 1 H, ring hydrogens m, 2.2-2.7, 2 H; mass spec-trum P m/e 183 (6%), 98 (86%) (Pt-BuCO), 70 (89%), 57 (100%) (í-Bu). Anal.…”

Section: Methodsmentioning

confidence: 99%