@article{8c377270dbe748a6b8e985b576851974,
title = "Stereoselective synthesis of steroid side chain and CD-rings. A route to (±)-de-ab-cholesta-8(14),22-dien-9-one",
abstract = "The stereoselective synthesis of (±)-de-AB-cholesta-8(14),22-dien-9-one from(±)-erythro-6-benzyloxy-5-hydroxy-8-methyl-l-tetrahydropyranyloxy-3(Z)-nonene by two Claisen rearrangements as a precursor of vitamin D3 is presented.",
author = "Takashi Takahashi and Hiroaki Ueno and Masahiro Miyazawa and Jiro Tsuji",
note = "Funding Information: (s, C(13)-methyl); IR 1675 cm-l] which was identical HPLC) with an authentic sample.3b) Acknowledgment: This investigation was supported financially by the Asahi Glass Foundation and the Kurata Research Grant. We thank Dr. H. Otani (Mitsubishi Chemical Industries Co.) for measurement of mass spectra. References and Notes: 1) a) K. S. Kyler, D. S. Watt, J. Am. Chem. Sot., 105, 619 (1983). b) N. W. Schmuff, B. M. Trost, J. Org. Chem., 48, 1404 (1983) and other earlier references cited therein. a) B. M. Trost, P. R. Bernstein, P. C. Funfschilling, 101, 4378 (1979). b) P. A. Grieco, T. Takigawa, D. R. Moore, ibid., c) E. G. Baggiolini, J. A. Iacobelli, B. M. Hennessy, M. R. Uskokovic, ibid., 104, 2945 (1982). d) G. Stork, K. S. Atwal, Tetrahedron Lett., 23, 2073 (1982). e) K. A. Parker, T. Iabal, J. Org. Chem., 47, 337 (1982). f) S. R. Wilson, M. S. Haugue, ibid., 47, 5411 (1982). g) F. E. Ziegler, J. J. Mencell, Tetrahedron Lett., 24, 1859 (1983). h) S. Hatakeyama, H. Numata, S. Takano, ibid., 25, 3618 (1984). i) H. Nemoto, H. Kurobe, K. Fukumoto, T. Kametani, ibid., 25, 4669 (1984). For some of our recent work, see the following: a) T. Takahashi, H. Yamada, J. Tsuji, J. Am. Chem. Sot., 103, 5259 (1981). b) T. Takahashi, Y. Naito, J. Tsuji, ibid., 103, 5261 (1981). c) T. Takahashi, H. Yamada, J. Tsuji, Tetrahedron Lett., 23, 233 (1982). D-Leucine could serve as a chiral precursor of 6; T. Takahashi, H.",
year = "1985",
doi = "10.1016/S0040-4039(00)88931-5",
language = "英語",
volume = "26",
pages = "4463--4466",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Ltd.",
number = "37",
}