引用本文:
Hong CHEN, Shao Yi SUN, De Quan YU. Stereoselective Addition of Organotitanium and Grignard Reagents to 3,5-O-isopropylidene-L-glucurono-γ-lactone[J]. Chinese Chemical Letters,
1998, 9(10): 889-892.
Citation: Hong CHEN, Shao Yi SUN, De Quan YU. Stereoselective Addition of Organotitanium and Grignard Reagents to 3,5-O-isopropylidene-L-glucurono-γ-lactone[J]. Chinese Chemical Letters, 1998, 9(10): 889-892.
Citation: Hong CHEN, Shao Yi SUN, De Quan YU. Stereoselective Addition of Organotitanium and Grignard Reagents to 3,5-O-isopropylidene-L-glucurono-γ-lactone[J]. Chinese Chemical Letters, 1998, 9(10): 889-892.
Stereoselective Addition of Organotitanium and Grignard Reagents to 3,5-O-isopropylidene-L-glucurono-γ-lactone
摘要:
Substituted PhMgX and PhTi (OCHMe2)4MgX react with 3,5-O-isopropylidene-L-glucurono-γ-lactone 4 to give tetraols 5a~e and its stereoisomers 6a~e. Tetraols 5a~e are the important intermediates in the synthesis of howiinol A1 and its derivatives. The stereoselectivities of substituted PhTi (OCHMe2)4Mg (5a~e:6a~e ratio, 68~72:32~28) were better than those of substituted PhMgX (33~64:67~36) in the reaction. The effects of different substituted groups and positions (p-Me, m-Me, o-MeO, p-Cl) of the phenyl ring on their stereoselectivies were not significant.
English
Stereoselective Addition of Organotitanium and Grignard Reagents to 3,5-O-isopropylidene-L-glucurono-γ-lactone
Abstract:
Substituted PhMgX and PhTi (OCHMe2)4MgX react with 3,5-O-isopropylidene-L-glucurono-γ-lactone 4 to give tetraols 5a~e and its stereoisomers 6a~e. Tetraols 5a~e are the important intermediates in the synthesis of howiinol A1 and its derivatives. The stereoselectivities of substituted PhTi (OCHMe2)4Mg (5a~e:6a~e ratio, 68~72:32~28) were better than those of substituted PhMgX (33~64:67~36) in the reaction. The effects of different substituted groups and positions (p-Me, m-Me, o-MeO, p-Cl) of the phenyl ring on their stereoselectivies were not significant.
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