A carbanion induced ring switching synthesis of spiranes: an unprecedented approach

被引:9
作者
Maurya, Hardesh K. [1 ,5 ]
Pratap, Ramendra [3 ]
Kumar, Abhinav [1 ]
Kumar, Brijesh [2 ]
Huch, Volker [4 ]
Tandon, Vishnu K. [1 ]
Ram, Vishnu Ji [1 ]
机构
[1] Univ Lucknow, Dept Chem, Lucknow 226007, Uttar Pradesh, India
[2] Cent Drug Res Inst, Div SAIF, Lucknow 226001, Uttar Pradesh, India
[3] Univ Delhi, Dept Chem, Delhi 110007, India
[4] Univ Saarland, Inst Inorgan Chem, D-6600 Saarbrucken, Germany
[5] Cent Inst Med & Aromat Plants, Dept Med Chem, Lucknow 226015, Uttar Pradesh, India
关键词
ASYMMETRIC TOTAL-SYNTHESIS; CLOSING METATHESIS; FREDERICAMYCIN-A; CYCLO-ADDITIONS; MODEL; REARRANGEMENT; CYCLOADDITION; DERIVATIVES; CONVERSION; SEQUENCE;
D O I
10.1039/c2ra21587j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An unique approach to the synthesis of heterocyclic spiranes through ring switching transformation of suitably functionalized 2H-pyran-2-ones, benzo[h]chromene and thiochromeno[4,3-b]pyrans has been developed. The spirane dimer 11d displayed interesting halogen-hydrogen bonding to generate an elliptical cavity and may be relevant to the generation of a host guest assembly for specific cations and also a low helimerization energy barrier of spirane 17a.
引用
收藏
页码:9091 / 9099
页数:9
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