Asymmetric synthesis of β-alkoxycyclic ethers via the intramolecular cyclization of group 14 allyls containing chiral acetals

Isao Kadota, Koichi Miura, Yoshinori Yamamoto

Research output: Contribution to journal › Article

20 Citations (Scopus)

Abstract

Treatment of an allylic tin-bearing chiral acetal 1a with TiCl 4-PPh3 gives the (2S, 3R) isomer 2 with high diastereoselectivity (2 : 3 = 93 : 7), whereas the reaction of an allylic silane derivative 1f affords predominantly the (2R, 3S) isomer 3 (2 : 3 = 37 : 63).

Original languageEnglish
Pages (from-to)1953-1954
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number17
DOIs
Publication statusPublished - 1994
Externally publishedYes

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Silanes
Acetals
Ethers
Tin
Cyclization
Isomers
Bearings (structural)
Derivatives

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Asymmetric synthesis of β-alkoxycyclic ethers via the intramolecular cyclization of group 14 allyls containing chiral acetals. / Kadota, Isao; Miura, Koichi; Yamamoto, Yoshinori.

In: Journal of the Chemical Society, Chemical Communications, No. 17, 1994, p. 1953-1954.

Research output: Contribution to journal › Article

Kadota, I, Miura, K & Yamamoto, Y 1994, 'Asymmetric synthesis of β-alkoxycyclic ethers via the intramolecular cyclization of group 14 allyls containing chiral acetals', Journal of the Chemical Society, Chemical Communications, no. 17, pp. 1953-1954. https://doi.org/10.1039/C39940001953
Kadota I, Miura K, Yamamoto Y. Asymmetric synthesis of β-alkoxycyclic ethers via the intramolecular cyclization of group 14 allyls containing chiral acetals. Journal of the Chemical Society, Chemical Communications. 1994;(17):1953-1954. https://doi.org/10.1039/C39940001953
Kadota, Isao ; Miura, Koichi ; Yamamoto, Yoshinori. / Asymmetric synthesis of β-alkoxycyclic ethers via the intramolecular cyclization of group 14 allyls containing chiral acetals. In: Journal of the Chemical Society, Chemical Communications. 1994 ; No. 17. pp. 1953-1954.
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