By K H Overton
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Extra info for A Review of the literature published between September 1970 and August 1971
Further aspects of odour and optical activity of monoterpenoids are discussed by Theimer and M ~ D a n i e l . ~ ~ 94 Monoterpenoids 27 0 Li-MeI-NH, ____+ A (133a) p"0 (135) (133b) + /I\' H (136) (137a) H (137b) The optical rotations of the N-acetyl-N-alkyl-menthylamines and the four 3-methoxymenthanes in different solvents have been studied by Voisin and Gastambide,"' who discuss the conformational equilibria. Kato et al. r. spectra of derivatives of the menthols, finding that in the 'e-series', i e .
Chem. (Japan), 1970,34, 1843. l UG. 3 Kresze, N. M. Mayer, and J. Winkler, Annulen, 1971, 747, 172. lo2 Terpenoids and Steroids 2% Alkylation of diastereomerically enriched menthyl arylphosphinates Ieads to menthyl alkylarylphosphinates, the alkylation occurring stereospecifically. '04 The kinetics of the acid-catalysed isomerization of (-)-menthone (140) to (+ )-isomenthone (141) using hydrogen chloride and perchloric acid in lithium perchlorate-diethyl ether solution have been measured. l o 5 The reaction of organometallic compounds with menthone (140) has been found always to yield neomenthols (142) as the major products, these having a shorter retention time on a polar gas-chromatography column than the accompanying menthols (143).
Ref. 111). d. d. of the pulegone epoxides has also been studied. '16 The reaction of pulegone and isopulegone (as well as carvone) with ethoxymethylmagnesium <: Q::. + / (154) I 0 0 A OCOPh '"' 1 ' ' l2 'I4 II I" ' + c: OCOPh A + COPh OCOPh + $5 Ph COPh V. Hach, E. C. Fryberg, and E. McDonald, Tetrahedrun Letters, 1971, 2629. M . R . Johnson and B . Rickborn, J . Org. , 1970, 35, 1041. T. Suga, K. Imamura, and T. Shishibori, Chem. , 1971, 126. T. M . Feeley and M. K . Hargreaves, J . Chem. (C), 1970, 1745.
A Review of the literature published between September 1970 and August 1971 by K H Overton