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

Hyeonjeong Choe; Hyukjoon Cho; Hyun-Jeong Ko; Jongkook Lee

doi:10.1021/acs.orglett.7b03054

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.

Authors

Hyeonjeong Choe^{1

2}, Hyukjoon Cho³, Hyun-Jeong Ko⁴, 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.

Publication types

Research Support, Non-U.S. Gov't