Synthesis of chiral 3-substituted hexahydropyrroloindoline via intermolecular cyclopropanation
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作者:
Hao Song
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机构:W China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
Hao Song
Jun Yang
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机构:W China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
Jun Yang
Wei Chen
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机构:W China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
Wei Chen
Yong Qin
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W China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R ChinaW China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
Yong Qin
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机构:
[1] W China Sch Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
[2] W China Sch Pharm, Key Lab Drug Targeting, Chengdu 610041, Peoples R China
[3] Sichuan Univ, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
A new and efficient synthetic route to chiral 3- substituted hexahydropyrroloindoline 18 possessing absolute configurations in accordance with indole alkaloids has been developed from readily available L- tryptophan. The key step relies on the one- pot cascade reaction of oxazolidinone 17 with diazoester, which proceeds through intermolecular cyclopropanation, ring opening, and cyclization.