Tetrahedron

Substituted diether diols by ring-opening of carbocyclic and stannylene acetals

R Martínez-Bernhardt, PP Castro, G Godjoian…

Index: Martinez-Bernhardt, Rolando; Castro, Peter P.; Godjoian, Gayane; Gutierrez, Carlos G. Tetrahedron, 1998 , vol. 54, # 31 p. 8919 - 8932

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Citation Number: 9

Abstract

Reduction of malonaldehyde bis (ethylene and propylene acetals) with borane or monochloroborane produces diether diols 1 and 2 in high yield. Similar reduction of glyoxal bis (ethylene acetals) has only limited utility for the preparation of tetrasubstituted triethylene glycols 3. Organotin chemistry is complementary: stannylene acetals prepared from disubstituted vicinal diols can be alkylated with half an equivalent of 1, 2-dibromoethane ...

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