Configurational analysis of some decalin amino-acids: Novel criteria based on pK changes in binary aqueous solvents

Chisholm, Mary; Cremlyn, Richard J.; Taylor, Peter J.

doi:10.1016/s0040-4039(00)71587-5

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-Tert-butylcyclohexane-1-1

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1975

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“…Some of the counterarguments advanced by Cremlyn (6) seem very plausible: in particular, that based on the effect to be expected from changing solvent composition on the pK, of axial and equatorial groups (24). We are currently reexamining this effect.…”

Section: -Tert-butylcyclohexane-1-mentioning

confidence: 91%

Stereochemistry of the Bucherer–Bergs and Strecker Reactions of 4-tert-Butylcyclohexanone

Edward¹,

Jitrangsri²

1975

Can. J. Chem.

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The spirohydantoin (α-isomer) obtained from 4-tert-butylcyclohexanone by the Bucherer–Bergs reaction has been shown by n.m.r., u.v., and considerations of steric hindrance to have the tert-butyl group and 1′-nitrogen atom cis; the β isomer obtained via the Strecker reaction, or via modified Bucherer–Bergs reactions employing carbon disulfide or carbon oxysulfide, has these groups trans. The differing stereochemical courses of the various reactions can be explained by a detailed consideration of their mechanisms.

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Section: -Tert-butylcyclohexane-1-mentioning

confidence: 91%