✦ LIBER ✦
Conformationally Interlocked Amides: Remote Asymmetric Induction by Mechanical Transfer of Stereochemical Information
✍ Scribed by Jonathan Clayden; Jennifer H Pink; Samreen A Yasin
- Book ID
- 104258428
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 684 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The axial conformation of an aromatic tertiaryamidegroupmaybe powerfully influenced byanadjacent stereogenic centre. Becausethe amide axis can atso control tbejorrmuion of new chiralcentres, theamidecanactas a "relaycentre"for the transmission of stereochemical information. Confirmational interlockingof adjacent anridegroups on an aromatic ring means that a pair of amide groups can be used in series to mediate asymmetric induction between remote stereogeniccentres, for examplethoselying para acrossan aromaticring.