(±)-4'-Iodoindolmycenate 6 was stereoselectively converted into the (±)-(2,3)-syn-2-thioacetoxy ester 16 with retention of C2-stereochemistry in (±)-6. Palladium-catalysed cyclisation of indolyl iodide and the internal C2 thiol group of the substrate (±)-17 derived from (±)-16 gave the (±)-cis methyl ester 2 of natural chuangxinmycin (1).
Kato, Keisuke,Ono, Machiko,Akita, Hiroyuki
p. 1805 - 1808
(2007/10/03)
The chemistry of indoles. XVI. A convenient synthesis of substituted indoles carrying a hydroxy group, a halogeno group, or a carbon side chain at the 4-position via 4-indolediazonium salts and a total synthesis of (±)-6,7-secoagroclavine
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Somei,Tsuchiya
p. 3145 - 3157
(2007/10/02)
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