(Z)-1,2-DI(1-ADAMANTYL)ETHENE AND (E)-1,2-DI(1-ADAMANTYL)ETHENE

Authors
MARCHAND AP XING DX BOTT SG OGAWA K HARADA J
Citation
Ap. Marchand et al., (Z)-1,2-DI(1-ADAMANTYL)ETHENE AND (E)-1,2-DI(1-ADAMANTYL)ETHENE, Tetrahedron letters, 35(48), 1994, pp. 8935-8938
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
48
Year of publication
1994
Pages
8935 - 8938
Database
ISI
SICI code
0040-4039(1994)35:48<8935:(A(>2.0.ZU;2-R
Abstract
A highly;stereoselective four-step synthesis of (Z)-1,2-di(1-adamantyl )ethene (1a, overall yield 64%) which employs methyl 1-adamantanecarbo xylate (2) as starting material is described. Compound 1a is isomerize d quantitatively to the corresponding E- isomer (1b) by reaction with molecular iodine. Some features of the X-ray crystal structures of 1a and 1b are described.