By K H Overton
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Additional info for A Review of the literature published between September 1974 and August 1975
56 They are (66; X = H, Y = Cl), (66; X = H, Y = Br), (66; X = 2-Br, Y = H), (66; X = E-Br, Y = H), (66; X = E-Br, Y = Cl), (66; X = 2-Br, Y = Cl), (67; X = C1, Y = Br), (67; X = Y = Cl), (68; X = Br, Y = Cl), and (68; X = C1, Y = Br). Two halogen-substituted ethyldimethylcyclohexanes and two halogenated furanoid monoterpenoids are reported in later sections. 157 The isolation of the santolinyl ester of (2R,3S) configuration lends support to (1R,3R)-chrysanthemyl pyrophosphate being the biogenetic precursor of the santolinyl skeleton.
Emanuel, Nauka, Moscow, 1974, p. 280 (Chem. , 1975, 83. 79 468). 32R 324 Monoterpenoids 45 (229) contrast to the well known verbenone-chrysanthenone photochemical rearrangement (Vol. 5, p. 338 32V 330 33 I 332 333 334 33s 336 337 338 P. S. Mariano and D. Watson, J. Org. , 1974, 39, 2774. W. F. Erman, J. Amer. Chem. ,1967,89, 3828. G . Rauchschwalbe and M. Schlosser, Helv. Chim. Acfu, 1975, 58, 1094. B. M. Trost and L. Weber, J. Amer. Chem. , 1975, 97, 1611 ; see also ref. 60. A. Stockis and E. Weissberger, J.
S. Mynderse and D. J. Faulkner, Tetrahedron, 1975,31, 1063. P. Crews and E. Kho, J. Org. , 1974,39,3303. C. Ireland, unpublished data. N. Ichikawa, Y. Naya, and S. Enomoto, Chem. Letters, 1974, 1333. B. J. Burreson, F. X. Woolard, and R. E. Moore, Tetrahedron Letters, 1975, 2155. K. Oshima, H. Yamamoto, and H. Chem. Jupun, 1975,48, 1567 J. Shaw. T. Noble, and W. S. Chem. , 1975, 590. Monoterpenoids 21 (69) Reagents: i, -78 " C ;ii, Mn0,-CN --AcOH-MeOH; iii, MeLi. Scheme 7 Details of the preparation of methyl (-)-cis-chrysanthemate from (+)-car-3-ene have appeared (Vol.