Diastereoselective α‑Fluorination
of N-tert-Butanesulfinyl Imidates

Lu, Chong-Dao

Diastereoselective α‑Fluorination of N-tert-Butanesulfinyl Imidates

Posted on 2018-11-08 - 17:35

A diastereoselective α-fluorination of N-tert-butanesulfinyl imidates was developed. Deprotonation of N-tert-butanesulfinyl imidates with lithium hexamethyldisilazide generates aza-enolates that can be intercepted, with excellent diastereocontrol, by the inexpensive electrophilic fluorinating agent NFSI. This protocol was applied to the preparation of synthetically useful trans-2-fluoro-cyclohexamine with high enantiomeric purity (99.5% ee).

CITE THIS COLLECTION

DataCite

3 Biotech

3D Printing in Medicine

3D Research

3D-Printed Materials and Systems

4OR

AAPG Bulletin

AAPS Open

AAPS PharmSciTech

Abhandlungen aus dem Mathematischen Seminar der Universität Hamburg

ABI Technik (German)

Academic Medicine

Academic Pediatrics

Academic Psychiatry

Academic Questions

Academy of Management Discoveries

Academy of Management Journal

Academy of Management Learning and Education

Academy of Management Perspectives

Academy of Management Proceedings

Academy of Management Review

Huang, Wei; Yao, Yun; Xu, Yan-Jun; Lu, Chong-Dao (2018). Diastereoselective α‑Fluorination of N-tert-Butanesulfinyl Imidates. ACS Publications. Collection. https://doi.org/10.1021/acs.joc.8b02375

https://doi.org/10.1021/acs.joc.8b02375

or

Select your citation style and then place your mouse over the citation text to select it.