Total synthesis of (-)-dendrobine

Angewandte Chemie
Lukas M Kreis, Erick M Carreira

Abstract

Cascading to alkaloids: an 18-step total synthesis of (-)-dendrobine is based on a reaction cascade with a key amine group. The amine is the initiator of the cascade and provides an efficient method for installing the stereocenters at C11 and C3. The overall transformation occurs stereoselectively only when the conversion is carried out without the isolation of intermediates.

References

Jun 26, 1974·Journal of the American Chemical Society·A S KendeD Ridge
Nov 15, 1972·Journal of the American Chemical Society·K YamadaH Nakamura
May 1, 1965·Tetrahedron Letters·Y InubushiJ Nakano
May 24, 2003·The Journal of Organic Chemistry·Paolo Melchiorre, Karl Anker Jørgensen
Dec 1, 1963·Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan·Y INUBUSHIJ NAKANO
Jul 27, 2004·Angewandte Chemie·Maria T Hechavarria Fonseca, Benjamin List
May 21, 2005·Angewandte Chemie·Dieter MuriErick M Carreira
Oct 27, 2005·Journal of the American Chemical Society·Jung Woon YangBenjamin List
Nov 17, 2005·Journal of the American Chemical Society·Yujiro HayashiMitsuru Shoji
Dec 13, 2007·Chemical Reviews·Santanu MukherjeeBenjamin List
Oct 21, 2009·The Journal of Organic Chemistry·Dieter Muri, Erick M Carreira
Feb 24, 2011·Angewandte Chemie·Erik M Stang, M Christina White
Sep 8, 2011·Journal of the American Chemical Society·Kai LiuLawrence J Williams
Mar 10, 2011·ACS Medicinal Chemistry Letters·Tomohiro Sugimoto, Tetsuya Tanikawa

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Citations

Sep 28, 2013·Organic Letters·David M NickersonAnita E Mattson
Jan 18, 2017·Xenobiotica; the Fate of Foreign Compounds in Biological Systems·Tahiatul ShamsFanfan Zhou
Jan 22, 2014·Angewandte Chemie·Christopher C Nawrat, Christopher J Moody
Jul 5, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jeyun JoHwayoung Yun
Mar 1, 2016·Angewandte Chemie·J Stephen Clark, Chao Xu
Aug 25, 2017·Angewandte Chemie·Yujin LeeDavid Y-K Chen
May 8, 2021·Frontiers in Pharmacology·Zongmin MouDake Zhao
Jun 13, 2019·Organic Letters·Jingming CaoChi-Sing Lee
Mar 1, 2018·The Journal of Organic Chemistry·Benjamin M Williams, Dirk Trauner
Oct 20, 2021·Angewandte Chemie·Cheng WangZhiqiang Ma

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