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Stereocontrolled synthesis of 20,21-dihydro N-methylwelwitindolinone B isothiocyanate
被引:26
作者:

Bhat, Vikram
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA Univ Chicago, Dept Chem, Chicago, IL 60637 USA

Rawal, Viresh H.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Chicago, Dept Chem, Chicago, IL 60637 USA Univ Chicago, Dept Chem, Chicago, IL 60637 USA
机构:
[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA
关键词:
WELWITINDOLINONE;
CONSTRUCTION;
EFFICIENT;
ALCOHOLS;
WELWISTATIN;
FISCHERINDOLES;
CHLORINATION;
OXIDATION;
D O I:
10.1039/c1cc13498a
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
Described is a concise synthesis of the 20,21-dihydro analog of N-methylwelwitindolinone B isothiocyanate, wherein a cationic homoallyl to cyclopropylmethyl rearrangement is circumvented by hydrogenation of the offending double bond.
引用
收藏
页码:9705 / 9707
页数:3
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[1]
ISOTOPE LABELING IN RING A OF GIBBERELLIN A20
[J].
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;
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;
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.
TETRAHEDRON,
1986, 42 (12)
:3203-3214

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;
Richter, JM
.
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:15394-15396

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;
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.
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.
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.
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;
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.
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[10]
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[J].
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;
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;
Dixon, Julie A.
;
Kakefuda, Akio
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Reisman, Sarah E.
;
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;
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;
Tao, Ran N.
;
Dieterich, Noah A.
;
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