Journal of the American Chemical Society

Asymmetric Total Synthesis of (−)-Amphidinolide V through Effective Combinations of Catalytic Transformations

I Volchkov, D Lee

Index: Volchkov, Ivan; Lee, Daesung Journal of the American Chemical Society, 2013 , vol. 135, # 14 p. 5324 - 5327

Full Text: HTML

Citation Number: 23

Abstract

An asymmetric total synthesis of (−)-amphidinolide V was accomplished. The synthesis features a base-catalyzed alkynyl silane alcoholysis/ring-closing enyne metathesis sequence for facile construction of a 1, 3-diene motif. A diene RCM followed by a ring- contractive allylic transposition of cyclic silyl ethers was incorporated for the stereoselective installation of a functionalized 1, 5-diene subunit. An efficient proline-mediated direct ...

Related Articles:

TBAF-Promoted Elimination of Vicinal Dibromides Having an Adjacent O-Functional Group: Syntheses of 2-Bromoalk-1-enes and Alkynes

[Kutsumura, Noriki; Kubokawa, Keisuke; Saito, Takao Synthesis, 2011 , # 15 p. 2377 - 2382]

The synthesis of ventilone A

[Piggott, Matthew J.; Wege, Dieter Australian Journal of Chemistry, 2000 , vol. 53, # 9 p. 749 - 754]

TBAF-Promoted Elimination of Vicinal Dibromides Having an Adjacent O-Functional Group: Syntheses of 2-Bromoalk-1-enes and Alkynes

[Kutsumura, Noriki; Kubokawa, Keisuke; Saito, Takao Synthesis, 2011 , # 15 p. 2377 - 2382]

Efficient synthesis of propargylic ethers under the DBU conditions and its application to natural products synthesis

[Yokoyama, Tadashi; Kutsumura, Noriki; Ohgiya, Tadaaki; Nishiyama, Shigeru Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 3 p. 578 - 582]

More Articles...