Total Synthesis of (+)-Pochonin D and (+)-Monocillin II via Chemo- and Regioselective Intramolecular Nitrile Oxide Cycloaddition

  • Org Lett. 2017 Nov 3;19(21):6004-6007. doi: 10.1021/acs.orglett.7b03054.
Hyeonjeong Choe  1  2 ,  Hyukjoon Cho  3 ,  Hyun-Jeong Ko  4 ,  Jongkook Lee  1  4
Affiliations
  • 1. Bio & Drug Discovery Division, Korea Research Institute of Chemical Technology , Yuseong, Daejeon 34114, Republic of Korea.
  • 2. University of Science and Technology , Daejeon 34114, Republic of Korea.
  • 3. College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Republic of Korea.
  • 4. College of Pharmacy, Kangwon National University , 1 Kangwondaehak-gil, Chuncheon 24341, Republic of Korea.
PMID: 29048170 DOI: 10.1021/acs.orglett.7b03054
Abstract

Asymmetric total syntheses of (+)-pochonin D (1) and (+)-monocillin II (2), HSP90 inhibitors with potent Anticancer activity, have been accomplished where the macrolactone 3 was constructed through a chemo- and regioselective intramolecular nitrile oxide cycloaddition of diene 4.

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