Study of syntheses and specific rotations of (S)-3-phenylhexan-3-ol and its derivatives

Four New Sesquiterpenes from Curcuma wenyujin and Their Inhibitory Effects on Nitric‐Oxide Production

“…The 1 H-and 13 C-NMR data of 1 (Tables 1 and 2) resembled those of sipanolinolide, isolated from Siparuna andina [10]. The HMBC spectrum showed correlations of Me (10) to C(9) and C(7), of Me(13) to C(11), C (12), and C(6), and of Me(14) to C(4), C(1), C(2), C(3), and C(15), indicating unit A as 4-substituted butan-2-one, unit B as 1-methylethenyl, and unit C as 3-methyl-2-(prop-1-enyl)butenolide ( Fig. 1), respectively.…”

“…Furthermore, to determine the absolute configuration at C(6), the matrix method constructed by Zhu and co-workers [11] was applied. This method is readily and efficiently available for the determination of the configuration at stereogenic centers for flexible acyclic chiral molecules [12]. The calculated det(D) was þ 2.02 for (R)-1.…”

“…The constitutional formula of 2 was established by the HMBC spectrum (see Fig. 2): the correlations of HÀC(13) (d(H) 1.81) to C(7), C(11), and C (12) confirmed that the a,b-unsaturated glactone ring is located at C(7), C(8), C(11), and C (12) Me(14) with C(1). The relative configuration of 2 was established from the coupling constants [15] and NOESY correlations (see Fig.…”

ChemInform Abstract: Four New Sesquiterpenes from Curcuma wenyujin and Their Inhibitory Effects on Nitric‐Oxide Production.

“…Furthermore, to determine the absolute configuration at C(6), the matrix method constructed by Zhu and co-workers [11] was applied. This method is readily and efficiently available for the determination of the configuration at stereogenic centers for flexible acyclic chiral molecules [12]. The calculated det(D) was þ 2.02 for (R)-1.…”

“…Also, the attachment of the OH group at C(4) was deduced from the correlations of the Obearing quaternary C-atom (d(C) 70.4) to HÀC(2), HÀC(3), HÀC(5), and Me (15). In addition, the furan moiety was composed of C(7) (d(C) 119.1), C(8) (d(C) 165.9), C(11) (d(C) 119.1), and C(12) (d(C) 140.3) due to the HMBCs of HÀC(12) and HÀC(9) to C(7), of C(11), C(8), and Me (13) to C(7), C(11), C(8), and C (12). Furthermore, the relative configuration of 3 was clarified by a NOESY experiment (see Fig.…”