Cumulative Data of ¹H and ¹³C NMR Signals and Specific Rotations of Eremophilane Sesquiterpenoids. 1. Bicyclic Eremophilanes (1)

Abstract

1H and 13C Nuclear Magnetic Resonance (NMR) signals and specific rotations of eremophilane sesquiterpenoids are cumulated as a series of review articles. In the first chapter of this review, 332 bicyclic eremophilanes, namely with no furan or lactone rings (except for epoxides), without 3-OR functionality (except for hydroxy, acetoxy, and carbonyl) are listed in tables. These data may help chemists working in the area of natural products chemistry as well as synthetic scientists.

Cumulative Data of 1H and 13C NMR Signals and Specific Rotations of Eremophilane Sesquiterpenoids. 2. Bicyclic Eremophilanes (2)

“…138.0 138.1 137.9 6.07 (m) 138. 1 resembles to those of petasin (338). The X-ray analysis of petasin (338) was carried out.…”

“…17,25 The H 2 -12 protons of 364 appeared at δ 4.13 (dd, 14.3, 6.8) had better be assigned as AB quartet. 1 The data of a 3α-angeloyloxy-12-hydroxy-7(11),9-dien-8-one, 366, and six diacyloxy compounds, 367-372, all having 3αacyloxy groups, are tabulated in Table 8 (Figures 2 and 3). Compounds 366-368 have 3α-angeloyloxy group, 369 tigloyloxy, and 370-372 senecioyloxy group.…”

“…The coupling constants for H-7 of 349, and H 2 -6 of 351 are not shown. 1 The coupling pattern of H-4 ′ of 350 and 351 must be ddqd. Table 6 shows data of seven 3-angeloyloxy-8-ones, 352-358, all having one more hydroxy or acyloxy group (Figure 2).…”

“…Two acetyl groups of compound 375 were not distinguished. 1 The coupling constants for protons of acyl groups in compounds 373-376 were not described. 17,18,29 The structure of compound 378 was analyzed by X-ray.…”

“…1 The names of skeletons, the numbering system, and abbreviations used in this review, should refer to the ones used in the previous paper. 1 The coupling constants are sorted from the largest to the smallest; the order of the shapes, d, t, or q, must correspond to the value of the coupling constant. In the case of apparent situation, they were fixed to the proper order.…”