New total synthesis of (+)-cystothiazole A

K Kato, A Nishimura, Y Yamamoto, H Akita

Index: Kato, Keisuke; Nishimura, Akira; Yamamoto, Yasuhiro; Akita, Hiroyuki Tetrahedron Letters, 2002 , vol. 43, # 4 p. 643 - 645

Full Text: HTML

Citation Number: 39

Abstract

Palladium-catalyzed cyclization–methoxycarbonylation of (2R, 3S)-3-methylpenta-4-yne-1, 2- diol (7) derived from (2R, 3S)-epoxy butanoate 8 followed by methylation gave the tetrahydro-2-furylidene acetate (−)-9, which was converted to the left-half aldehyde (+)-4. A Wittig reaction between (+)-4 and the phosphoranylide derived from the bithiazole-type phosphonium iodide 5 using lithium bis (trimethylsilyl) amide afforded the (+)- ...