不对称heck偶联反应.pdfVIP

The Asymmet ric Int ramolecular Heck React ion The Asymmetric Intramolecular Heck Reaction in Natural Product Total Synthesis Dounay, A . B.; Overman, L. E.* Chem. Rev. 2003, 103, 2945-2963 Mizoroki - Heck React ion Mizoroki - Heck React ion I PdCl2 (0.1 eq ) H H CH COOK (1.2 eq) Ph H 3 + CH OH, 120-125 °C H H 3 H H 3 h, 72 % 2 (8 kg/c m ) Mizoroki, T.; Mori, K.; Ozaki, A . Bull. Chem. Soc. Jpn. 1971, 44, 581. I Pd (OAc)2 (0.1 eq ) H H Ph H n N(Bu )3 (1.6 eq ) + H Ph 100-125 °C, 2 h H Ph 75 % I Pd (OA c)2 (0.1 eq) H H n N(Bu )3 (1.6 eq) p-MeOPh H + H CO Me 100-125 °C, 5 h 2 68 % H CO Me 2 OMe Heck, R. F.*; Nolley, J. P., Jr. J. Org. Chem. 1972, 37, 2320. Mizoroki - Heck React ion 2 Mizoroki - Heck React ion 2 H R4 Pd(0) R1 R4 R1 X + R2 R3 ligand , base, solv ent