共 72 条
A straightforward synthesis of (-)-phaseolinic acid
被引:45
作者:
Amador, M
[1
]
Ariza, X
[1
]
Garcia, J
[1
]
Ortiz, J
[1
]
机构:
[1] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain
关键词:
D O I:
10.1021/jo048705x
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A concise approach to (-)-phaseolinic acid starting from commercially available (S)-oct-1-yn-3-ol is disclosed. The key steps are a ring-closing metathesis reaction to prepare a C-2-symmetrical allylic diol and its desymmetrization to a gamma-butyrolactone by using an Ireland-Claisen rearrangement. The 2S,3S,4S configuration of the levogyre natural product has been confirmed.
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页码:8172 / 8175
页数:4
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