En route to tetra-t-butylethylene

A Krebs, B Kaletta, WU Nickel, W Rüger, L Tikwe

Index: Krebs, Adolf; Kaletta, Bernd; Nickel, Wolf-Ulrich; Rueger, Wolfgang; Tikwe, Liane Tetrahedron, 1986 , vol. 42, # 6 p. 1693 - 1702

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Citation Number: 28

Abstract

Triene 22 was synthesized and converted by two different routes to the tetraaldehyde 27, the first “non-bridged” derivative of 1. An X-ray analysis of 27 reveals that the C C bond is twisted by 28.6°. Attempts to prepare 1 from 27 failed, thus far. Addition of t-butyllithium to 13, subsequent reaction with ethylene oxide and further reactions led to the highly strained tri-t- butylethylethylene 33; according to force field calculations 33 has the largest ...