Enantioselective 6-endo-trig Wacker-type cyclization of 2-geranylphenols: Application to a facile synthesis of (−)-cordiachromene

K Takenaka, Y Tanigaki, ML Patil, CVL Rao…

文献索引：Takenaka, Kazuhiro; Tanigaki, Yugo; Patil, Mahesh L.; Rao, C. V. Laxman; Takizawa, Shinobu; Suzuki, Takeyuki; Sasai, Hiroaki Tetrahedron Asymmetry, 2010 , vol. 21, # 7 p. 767 - 770

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被引用次数: 29

摘要

An enantioselective intramolecular oxidative cyclization of 2-geranylphenols catalyzed by a Pd (II)-spiro bis (isoxazoline) complex is reported. The reaction proceeds in a 6-endo-trig manner to give chromene derivatives in reasonable yields and with moderate enantioselectivities. This transformation can be applied to a protecting-group-free total synthesis of naturally occurring cordiachromene.