Quinine/selectfluor combination induced asymmetric semipinacol rearrangement of allylic alcohols: an effective and enantioselective approach to alpha-quaternary beta-fluoro aldehydes.
A quinine/Selectfluor combination inducing rearrangement reaction of allylic alcohols was discovered, which involved a moderate yield with good enantioselective construction of alpha-quaternary carbon center and beta-fluoro aldehyde under base condition.
Wang
Min
M
State Key Laboratory of Applied Organic Chemistry & Department of Chemistry, Lanzhou University, Lanzhou, 730000, P. R. China.
Wang
Bao Min
BM
Shi
Lei
L
Tu
Yong Qiang
YQ
Fan
Chun-An
CA
Wang
Shao Hua
SH
Hu
Xiang Dong
XD
Zhang
Shu Yu
SY
D000447:Aldehydes / Q000737:chemistry*; D053138:Cyclohexenes / Q000737:chemistry*; D003979:Diazonium Compounds / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry*; D015394:Molecular Structure; D020005:Propanols / Q000737:chemistry*; D011803:Quinine / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D053138:Cyclohexenes; D003979:Diazonium Compounds; D020005:Propanols; C519041:semipinacol; D005461:Fluorine; C006463:allyl alcohol; C408750:selectfluor; D011803:Quinine