Department of Chemistry , Zhejiang University , Hangzhou 310058 , China.
Org Lett. 2018 Jul 6;20(13):4028-4031. doi: 10.1021/acs.orglett.8b01597. Epub 2018 Jun 20.
A newly designed thiazoline iminopyridine ligand for enantioselective cobalt-catalyzed sequential Nazarov cyclization/electrophilic fluorination was developed. Various chiral α-fluorocyclopentenones were prepared with good yields and diastereo- and enantioselectivities. Further derivatizations could be easily carried out to provide chiral cyclopentenols with three contiguous stereocenters. Furthermore, a direct deesterification of fluorinated products could afford chiral α-single fluorine-substituted cyclopentenones.
一种新设计的噻唑啉亚胺吡啶配体用于对映选择性钴催化的 Nazarov 环化/亲电氟化反应。各种手性α-氟环戊烯酮以良好的收率和非对映选择性和对映选择性得到制备。进一步的衍生化可以很容易地进行，以提供具有三个连续立体中心的手性环戊烯醇。此外，氟代产物的直接去酯化可得到手性α-单氟取代的环戊烯酮。
