Intramolecular Enantioselective Palladium-Catalyzed Heck Arylation of Cyclic Enamides
作者:Lena Ripa、Anders Hallberg
DOI:10.1021/jo961832b
日期:1997.2.1
Palladium-catalyzed intramolecular cyclization of N-formyl-6-[3-(2-iodophenyl)propyl]-1,2,3,4-tetrahydropyridine (1a) and N-formyl-6-[2-(2-iodophenyl)ethyl]-1,2,3,4-tetrahydropyridine (1b) in the presence of AsPh(3) resulted in formation of the spiro compounds N-formyl-3,3',4,4'-tetrahydrospiro[naphthalene-1(2H),2'(1'H)-pyridine] (2a) and N-formyl-3',4'-dihydrospiro[indan-1,2'(1'H)-pyridine] (2b),
N-甲酰基-6- [3-(2-碘苯基)丙基] -1,2,3,4-四氢吡啶(1a)和N-甲酰基-6- [2-(2-碘苯基)的钯催化的分子内环化乙基] -1,2,3,4-四氢吡啶(1b)在AsPh(3)存在下导致形成螺化合物N-甲酰基-3,3',4,4'-四氢螺[萘-1( 2H),2'(1'H)-吡啶](2a)和N-甲酰基-3',4'-二氢螺[茚满-1,2'(1'H)-吡啶](2b)和在螺化合物N-甲酰基-3,4,5',6'-四氢螺[萘-1(2H),2'(1'H)-吡啶](3a)中存在PPh(3)和TlOAc和N-甲酰基-5′,6′-二氢螺[茚满-1,2′(1′H)-吡啶](3b)。N-甲酰基-6-(3- 2-[(三氟甲磺酰基)氧基]苯基}丙基)-1,2,3的环化,在手性(膦酰基芳基)恶唑啉((S)-8)存在下的4-四氢吡啶(7)导致形成(R)-3a和(R)-N-甲酰基-1',3,4,6'-