10.1021/ol403035g.s002
Ryan A. Brawn
Ryan A.
Brawn
Kaicheng Zhu
Kaicheng
Zhu
James S. Panek
James S.
Panek
Rhodium(II)-Catalyzed Alkyne Amination of Homopropargylic
Sulfamate Esters: Stereoselective Synthesis of Functionalized Norcaradienes
by Arene Cyclopropanation
American Chemical Society
2014
homopropargylic
ether
Norcaradiene
Rhodium
nucleophilic ring opening
cyclic sulfamate ester
cycloaddition
Amination
electrocyclization
rhodium
Synthesi
Arene
Buchner
arene cyclopropanation
Alkyne
Homopropargylic Sulfamate Esters
Functionalized
Stereoselective
tetracyclic norcaradiene products
nitrene
cycloheptatriene
stereochemically
CyclopropanationA
2014-01-03 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Rhodium_II_Catalyzed_Alkyne_Amination_of_Homopropargylic_Sulfamate_Esters_Stereoselective_Synthesis_of_Functionalized_Norcaradienes_by_Arene_Cyclopropanation/2336419
A rhodiumÂ(II) catalyzed nitrene–alkyne
cycloaddition of
stereochemically well-defined homopropargylic ethers is followed by
arene cyclopropanation to afford unique tetracyclic norcaradiene products
bearing a cyclic sulfamate. Products from the arene cyclopropanation
(Buchner reaction) can be converted to fused cycloheptatrienes via
a ring enlarging electrocyclization after nucleophilic ring opening
of the cyclic sulfamate ester.