Tetrahedron

Radical-mediated stannylation of vinyl sulfones: access to novel 4′-modified neplanocin A analogues

…, K Deguchi, T Wagata, Y Furuya, Y Odanaka, Y Kitade…

Index: Kumamoto, Hiroki; Deguchi, Kazuki; Wagata, Tadashi; Furuya, Yuu; Odanaka, Yuki; Kitade, Yukio; Tanaka, Hiromichi Tetrahedron, 2009 , vol. 65, # 38 p. 8007 - 8013

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Citation Number: 24

Abstract

Synthesis of 4′-substituted (halogeno, phenyl, ethynyl, and cyano) neplanocin A analogues was carried out. A cyclopentenol derivative having a vinylstannane structure was designed as key-intermediate in this study, which was prepared based on radical-mediated sulfur-extrusive stannylation. The resulting stannylated cyclopentenol 15 was successfully condensed with 6-chloropurine through the Mitsunobu reaction, leading to the carbocyclic ...