Combrestastatin D-1, (2), was synthesized via a 12 step sequence. Sharpless asymmetric dihydroxylation was used in order to introduce the appropriate asymmetry. Regiospecific cyclodehydration of the diol 3 gave the title compound in 96% ee.
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
ROBINSON, PL
;
BARRY, CN
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
BARRY, CN
;
BASS, SW
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
BASS, SW
;
JARVIS, SE
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
JARVIS, SE
;
EVANS, SA
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
ROBINSON, PL
;
BARRY, CN
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
BARRY, CN
;
BASS, SW
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
BASS, SW
;
JARVIS, SE
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA
JARVIS, SE
;
EVANS, SA
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UNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USAUNIV N CAROLINA, WILLIAM RAND KENAN JR LABS CHEM, CHAPEL HILL, NC 27514 USA