Kleine Ringe, 87. Suche nach alternativen Wegen zum Tetra‐ tert ‐butyltetrahedran; Synthese sterisch überladener Verbindungen | Zendy

Maier Günther | Zendy; Rang Harald | Zendy; Emrich Rolf | Zendy

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Kleine Ringe, 87. Suche nach alternativen Wegen zum Tetra‐ tert ‐butyltetrahedran; Synthese sterisch überladener Verbindungen

Author(s) -

Maier Günther,

Rang Harald,

Emrich Rolf

Publication year - 1994

Publication title -

liebigs annalen

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0947-3440

DOI - 10.1002/jlac.199519950121

Subject(s) - chemistry , steric effects , cyclobutadiene , tetra , ketene , yield (engineering) , stereochemistry , medicinal chemistry , molecule , organic chemistry , materials science , metallurgy

Small Rings, 87. – Search for Alternative Routes to Tetra‐ tert ‐butyltetrahedrane; Synthesis of Sterically Overcrowded Molecules Ketene 3 can be isomerized to triclopentanone 2 by treatment with silica gel. Thus, the yield of tetrahedrane 5 , which is formed upon irradiation of 2 , has been improved. On the other hand, diazoketone 10 cannot be used as a precursor for 2. This failure is due to steric hindrance. For the same reason cyclobutadiene 4 is a very poor candidate for Diels‐Alder cycloadditions.

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