SMALL RINGS .87. SEARCH FOR ALTERNATIVE R OUTES TO TETRA-TERT-BUTYLTETRAHEDRANE - SYNTHESIS OF STERICALLY OVERCROWDED MOLECULES

Authors
MAIER G RANG H EMRICH R
Citation
G. Maier et al., SMALL RINGS .87. SEARCH FOR ALTERNATIVE R OUTES TO TETRA-TERT-BUTYLTETRAHEDRANE - SYNTHESIS OF STERICALLY OVERCROWDED MOLECULES, Liebigs Annalen, (1), 1995, pp. 153-160
Citations number
48
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen → ACNP
ISSN journal
09473440
Issue
1
Year of publication
1995
Pages
153 - 160
Database
ISI
SICI code
0947-3440(1995):1<153:SR.SFA>2.0.ZU;2-C
Abstract
Ketene 3 can be isomerized to tricyclopentanone 2 by treatment with si lica gel. Thus, the yield of tetrahedrane 5, which is formed upon irra diation of 2, has been improved. On the other hand, diazoketone 10 can not be used as a precursor for 2. This failure is due to steric hindra nce. For the same reason cyclobutadiene 4 is a very poor candidate for Diels-Alder cycloadditions.