SYNTHESES OF STABLE ALPHA-SILYLOXYEPOXIDES AND ALPHA-CHLOROALKYL SILYL ETHERS DERIVATIVES OF 3,10-DIOXA-5-AZATRICYCLO[5.2.1.02,6]DEC-4-ENES

Authors
ALLEMANN S YVERGNAUX F VOGEL P
Citation
S. Allemann et al., SYNTHESES OF STABLE ALPHA-SILYLOXYEPOXIDES AND ALPHA-CHLOROALKYL SILYL ETHERS DERIVATIVES OF 3,10-DIOXA-5-AZATRICYCLO[5.2.1.02,6]DEC-4-ENES, Synthetic communications, 24(7), 1994, pp. 977-988
Citations number
51
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
24
Issue
7
Year of publication
1994
Pages
977 - 988
Database
ISI
SICI code
0039-7911(1994)24:7<977:SOSAAA>2.0.ZU;2-X
Abstract
The Diels-Alder adduct (+/-)-5 of furan to 1-cyanovinyl acetate was co nverted to RS)-10-)[(tert-butyl)dimethylsilyl]-oxy}-4-ethooxy (1) and -5-azatetracyclo[5.3.1.0(2,6).0(8,10)]-undec-4-ene (2). These compound s reacted with TiCl4 to afford stable y-3,10-dioxa-5-azatricyclo[5.2.1 .0(2,6)]decan-8-ol (3) and (1RS,2RS,6RS, l-3,10-di-oxa-5-azatricyclo[5 .2.1.0(2,6]decan-8-ol (4), respectively.