Tetrahedron

Synthesis of cis-3, 4-diarylpiperidines and cis-3, 4-diaryltetrahydropyrans

MY Chang, CY Lin, CY Hung

Index: Chang, Meng-Yang; Lin, Chun-Yu; Hung, Ching-Yi Tetrahedron, 2007 , vol. 63, # 16 p. 3312 - 3320

Full Text: HTML

Citation Number: 16

Abstract

Substituted cis-3, 4-diarylpiperidines and cis-3, 4-diaryltetrahydropyrans are synthesized in modest overall yields starting from 4-aryl-1, 2, 5, 6-tetrahydropyridines and 4-aryl-1, 2, 5, 6- tetrahydropyrans via the following sequence:(1) pinacol-type ring contraction having the combination of m-chloroperoxybenzoic acid and boron trifluoride etherate,(2) Grignard addition with arylmagnesium bromide reagents and followed by boron trifluoride etherate- ...

Related Articles:

Ring-contraction reactions of dihydro-and tetrahydrothiazepines to isothiazolone derivatives under Pummerer conditions

[Yamamoto, Kagetoshi; Yamazaki, Shoko; Murata, Ichiro; Fukazawa, Yoshimasa Journal of Organic Chemistry, 1987 , vol. 52, # 23 p. 5239 - 5243]

Intramolecular carbolithiation of N-allyl-ynamides: an efficient entry to 1, 4-dihydropyridines and pyridines–application to a formal synthesis of sarizotan

[Gati, Wafa; Rammah, Mohamed M.; Rammah, Mohamed B.; Evano, Gwilherm Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 2214 - 2222]

Ring-contraction reactions of dihydro-and tetrahydrothiazepines to isothiazolone derivatives under Pummerer conditions

[Yamamoto, Kagetoshi; Yamazaki, Shoko; Murata, Ichiro; Fukazawa, Yoshimasa Journal of Organic Chemistry, 1987 , vol. 52, # 23 p. 5239 - 5243]

Ring-contraction reactions of dihydro-and tetrahydrothiazepines to isothiazolone derivatives under Pummerer conditions

[Yamamoto, Kagetoshi; Yamazaki, Shoko; Murata, Ichiro; Fukazawa, Yoshimasa Journal of Organic Chemistry, 1987 , vol. 52, # 23 p. 5239 - 5243]

Ring-contraction reactions of dihydro-and tetrahydrothiazepines to isothiazolone derivatives under Pummerer conditions

[Yamamoto, Kagetoshi; Yamazaki, Shoko; Murata, Ichiro; Fukazawa, Yoshimasa Journal of Organic Chemistry, 1987 , vol. 52, # 23 p. 5239 - 5243]

More Articles...