4.8 Article

Asymmetric Total Synthesis of (-)-Aspidophylline A

Journal

ORGANIC LETTERS
Volume 19, Issue 7, Pages 1650-1653

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00448

Keywords

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Funding

  1. NSFC [21272105, 21672017, 21290183, 21472072]
  2. Shenzhen Science and Technology Innovation Committee [JCYJ 20150529153646078, JSGG20160229150510483]
  3. Program for Changjiang Scholars and Innovative Research Team in University [PCSIRT: IRT_15R28]
  4. 111 Program of MOE

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An asymmetric total synthesis of (-)-aspidophylline A has been accomplished. The key transformations include an asymmetric hydride transfer hydrogenation of an alpha-beta-acetylenic ketone and a cationic gold(I)-catalyzed 6-exo-dig cyclization involving an alkynylindole/aminal formation cascade, which enables stereoselective establishment,of the requisite quaternary carbon center.

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