Total synthesis of a nonclassical bioactive acetogenin,(+)-muconin
WQ Yang, T Kitahara
Index: Yang, Wen-Qian; Kitahara, Takeshi Tetrahedron, 2000 , vol. 56, # 11 p. 1451 - 1461
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Citation Number: 45
Abstract
A convergent total synthesis of the tetrahydropyran-bearing acetogenin (+)-muconin 1 is described. All five chiral building blocks 7, 9, 17, 21, and 29 were prepared from d-glutamic acid, respectively. Four out of them were used to furnish the alkyne 16 and the iodoalkyne 33, respectively, and palladium (0)-mediated cross-coupling of alkynes 16 and 33, followed by hydrogenation, afforded 36. Simultaneous deprotection of the MOM and TBS groups in ...
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