Hydroboration of β-pinene

Braun, J.C.; Fisher, G. S.

doi:10.1016/s0040-4039(01)99363-3

Cited by 20 publications

(10 citation statements)

References 2 publications

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“…Compound (6) is formed by cis-addition of the B-H group onto the terminal C=C double bond [32]. i f the pure crystalline compound (6) (m.p.…”

mentioning

confidence: 99%

Transformations of Organoboranes at Elevated Temperatures

Köster

1964

Angew. Chem. Int. Ed. Engl.

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Trialkylboranes with identical or different groups on the boron are stable to alkyl exchange at room temperature. Mixed trialkylboranes only undergo disproportionation in the presence of catalysts such as aluminum trialkyls and boron‐hydrogen compounds. At temperatures above 100 °C, organoboranes such as trialkylboranes and B‐alkylboracyclanes isomerize as a result of migration of the boron along the aliphatic hydrocarbon radical via dehydroboration‐hydroboration equilibria. Alkyl, cycloalkyl, as well as aralkyl and certain arylboranes can be converted irreversibly by pyrolysis at 200–300 °C into other organoboranes (methylboranes and boron‐heterocycles of various structures).

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“…Compound (6) is formed by cis-addition of the B-H group onto the terminal C=C double bond [32]. i f the pure crystalline compound (6) (m.p.…”

mentioning

confidence: 99%

Transformations of Organoboranes at Elevated Temperatures

Köster

1964

Angew. Chem. Int. Ed. Engl.

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“…cis-and trans-Myrtanol were prepared according to modified literature procedures by oxidative hydroboration of (À)-b-pinene [8]. The diastereomeric purity of the crude alcohols was improved by recrystallization of the respective monophthalic esters.…”

Section: Resultsmentioning

confidence: 99%

“…Cleavage of all three phenyl groups was achieved by the reaction of 1 and 2 with refluxing conc. HCl solution and provided the myrtanyltin trichlorides cis-MyrSnCl 3 (7) and trans-MyrSnCl 3 (8) in very good yields (Scheme 1).…”

Section: Resultsmentioning

confidence: 99%

Synthesis and structure of some cis-and trans-myrtanylstannanes

Beckmann¹,

Duthie²,

Grassmann³

2009

Journal of Organometallic Chemistry

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“…Le trans-myrtanol (9a) est obtenu par une isombisation du cis-myrtanylborane 135-140 "C suivie par une hydrolyse alcaline et d'une oxydation par l'eau oxygtnk a 30%. Les proprietes physiques des alcools primaires 8a et 9a ont deja kt6 decrites (14,15).…”

Section: Synthdse Des Alcools Primaires 4a-llaunclassified

Stéréochimie de l'addition homolytique de l'acide thioacétique a des dérivés méthylènes cyclohexaniques

Richer¹,

Lamarre²

1975

Can. J. Chem.

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The stereochemistry of the homolytic addition of thioacetic acid to 4-tert-butyl-2,2-dimethyl-1-methylenecyclohexane, to 3,3,5-trimethyl-1-methylenecyclohexane, to β -pinene and, for comparison purposes, to 4-tert-butyl-1-methylenecyclohexane has been examined. The results obtained during this study are compared to those obtained from the reduction of the corresponding ketones by LiAlH4. [Journal translation]

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Hydroboration of β-pinene

Cited by 20 publications

References 2 publications

Transformations of Organoboranes at Elevated Temperatures

Transformations of Organoboranes at Elevated Temperatures

Synthesis and structure of some cis-and trans-myrtanylstannanes

Stéréochimie de l'addition homolytique de l'acide thioacétique a des dérivés méthylènes cyclohexaniques

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