Stereocontrolled intramolecular cyclization of ω-tributylstannyl ether aldehydes. synthesis of the 6·7·7·6 ring system of polycyclic ethers

Yoshinori Yamamoto, Jun ichi Yamada, Isao Kadota

Research output: Contribution to journalArticle

76 Citations (Scopus)

Abstract

The BF3.OEt2 mediated intramolecular cyclization of the γ-oxo-substituted allylic tin (1) having an aldehyde group at the terminus of the carbon chain proceeded in a stereocontrolled manner to give the 7-membered β-hydroxy cyclic ether (2a) with high diastereoselectivity. This method was applied for the synthesis of the 6·7·7·6 ring system (3a).

Original languageEnglish
Pages (from-to)7069-7072
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number48
DOIs
Publication statusPublished - Nov 25 1991
Externally publishedYes

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Cyclic Ethers
Ethers
Tin
Cyclization
Aldehydes
Ether
Carbon

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Stereocontrolled intramolecular cyclization of ω-tributylstannyl ether aldehydes. synthesis of the 6·7·7·6 ring system of polycyclic ethers. / Yamamoto, Yoshinori; Yamada, Jun ichi; Kadota, Isao.

In: Tetrahedron Letters, Vol. 32, No. 48, 25.11.1991, p. 7069-7072.

Research output: Contribution to journalArticle

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