Cephalostatin synthesis. 15. Synthesis of the South unit of cephalostatin. 7. Total syntheses of (+)-cephalostatin 7, (+)-cephalostatin 12, and (+)-ritterazine K
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作者:
Jeong, JU
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Purdue Univ, Dept Chem, W Lafayette, IN 47907 USAPurdue Univ, Dept Chem, W Lafayette, IN 47907 USA
Jeong, JU
[1
]
Guo, CX
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Purdue Univ, Dept Chem, W Lafayette, IN 47907 USAPurdue Univ, Dept Chem, W Lafayette, IN 47907 USA
Guo, CX
[1
]
Fuchs, PL
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Purdue Univ, Dept Chem, W Lafayette, IN 47907 USAPurdue Univ, Dept Chem, W Lafayette, IN 47907 USA
Fuchs, PL
[1
]
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[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
Transformation of alcohol 4 to alpha-azidoketone 6, a hexacyclic steroid bearing the requisite functionality and spiroketal stereochemistry of the symchiral South portion of cephalostatin 7 (10) is described. Reaction of a 1:1 mixture of alpha-azidoketones 5 and 6 with sodium hydrogen telluride is followed by cleavage of the protecting groups cephalostatin 12 (9), cephalostatin 7 (10), and ritterazine K (11).
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
CRISPINO, GA
;
JEONG, KS
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
JEONG, KS
;
KOLB, HC
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
KOLB, HC
;
WANG, ZM
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
WANG, ZM
;
XU, DQ
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
XU, DQ
;
SHARPLESS, KB
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
CRISPINO, GA
;
JEONG, KS
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
JEONG, KS
;
KOLB, HC
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
KOLB, HC
;
WANG, ZM
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
WANG, ZM
;
XU, DQ
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA
XU, DQ
;
SHARPLESS, KB
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Scripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USAScripps Res Inst, DEPT CHEM, 10666 N TORREY PINES RD, LA JOLLA, CA 92037 USA