Literature DB >> 30015484

Formal Synthesis of ent-Cephalotaxine Using a One-Pot Parham-Aldol Sequence.

Juha H Siitonen1, Lu Yu1, Jakob Danielsson1, Giovanni Di Gregorio1, Peter Somfai1.   

Abstract

A short formal synthesis of ent-Cephalotaxine is achieved. The approach features a new Lewis acid-mediated [2,3]-Stevens rearrangement of N-allylated prolineamide to generate a key quaternary stereogenic center. Additionally, a one-pot Parham-aldol sequence was developed to rapidly assemble two of the four rings in the cephalotaxine core.

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Year:  2018        PMID: 30015484     DOI: 10.1021/acs.joc.8b01540

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Synthesis of 1-Azaspiro[4.4]nonane Derivatives Enabled by Domino Radical Bicyclization Involving Formation and Capture of Alkoxyaminyl Radicals.

Authors:  Alejandro Guerrero-Caicedo; Diana M Soto-Martínez; David A Osorio; Muskendol Novoa; Alix E Loaiza; Luz M Jaramillo-Gómez
Journal:  ACS Omega       Date:  2019-12-04

2.  A modular and divergent approach to spirocyclic pyrrolidines.

Authors:  Benjamin D A Shennan; Peter W Smith; Yusuke Ogura; Darren J Dixon
Journal:  Chem Sci       Date:  2020-08-07       Impact factor: 9.825

  2 in total

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