A formal total synthesis of (±)-anatoxin-a by an intramolecular Pd- catalyzed aminocarbonylation reaction
9-Azabicyclo[4.2.1]nonane skeleton 3a was prepared by intramolecular aminocarbonylation of 2a catalyzed by palladium. In three steps 3a was transformed into 8 which had previously been transformed into anatoxin-a, thus completing the formal total synthesis.
Oh, Chang-Young,Kim, Kee-Soo,Ham, Won-Hun
p. 2133 - 2136
(2007/10/03)
Preparation of Methyl Carbamates from Primary Alkyl- and Arylcarboxamides Using Hypervalent Iodine
A series of 14 primary alkyl- and arylcarboxamides were treated with PhI(OAc)2 in KOH-CH3OH at 5-10 deg C to give the corresponding methyl carbamates in good to excellent yields.These conditions avoid the use of elemental bromine or heavy metal reagents (Pb(OAc)4, AgOAc, Hg(OAc)2), while taking advantage of the commercial availability of PhI(OAc)2.The methyl carbamates are easily purified via column chromatography on silica gel.The isolated yields of the carbamates ranged from 72percent for methyl N-cyclopropylcarbamate to 97percent for methyl N-phenylcarbamate.
Moriarty, Robert M.,Chany, Calvin J.,Vaid, Rahde K.,Prakash, Om,Tuladhar, Sudersan M.
p. 2478 - 2482
(2007/10/02)
More Articles about upstream products of 147330-13-0