1.
J Org Chem
; 86(4): 3667-3673, 2021 02 19.
Article
in English
| MEDLINE
| ID: mdl-33522807
ABSTRACT
The attempted dehydration of macrocyclic α-ketols with the Burgess reagent has resulted in the unexpected synthesis of carbamoylated, bent para-phenylene units. The same reaction with an acyclic analogue affords the intended dehydration product, indicating that the change in reactivity is conformationally controlled and a result of the bifunctional nature of the Burgess reagent.