Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Diastereoselective’ Category

Ruthenium cascade cyclization

Posted by naturalproductman on March 7, 2014

Yoshihiko Yamamoto and co-workers from Nagoya University have reported on a ruthenium catalyzed hydrogenative cyclization to access dihydrocoumarins.
ruthenium

OL paper

Posted in Cascade Reactions, Diastereoselective, Methodology, Ruthenium, Transition Metal | Leave a Comment »

Metal-halogen exchange, diastereoselectively

Posted by naturalproductman on December 31, 2013

Paul Knochel and co-workers at LMU Munchen have reported in ACIE on a halogen metal exchange, which occurs with good diastereoselectivity. Be careful t-BuLi is used!

lithium

ACIE paper

Posted in Diastereoselective, Methodology | Leave a Comment »

Dual catalysis

Posted by naturalproductman on May 30, 2013

Erick Carreira and co-workers have published in Science on a cooperative catalysis reaction that forms a quaternary carbon center.

 

Science paper

Posted in Asymmetric, Diastereoselective, Methodology | Leave a Comment »

Platinum catalyzed dearomatization

Posted by naturalproductman on May 8, 2012

Ken Tanaka and co-workers at Tokyo University of Agriculture and Technology have reported in ACIE on a platinum catalyzed dearomatization reaction.

dearomatization

ACIE paper

Posted in Cascade Reactions, Dearomatization, Diastereoselective, Methodology, Platinum, Transition Metal | Leave a Comment »

Diastereoselective displacement of a bromide

Posted by naturalproductman on January 7, 2012

Ulrich Koert and co-workers at Philipps-Universität Marburg have reported in Chemical Communications on a diastereoselective displacement of a bromide – the dispacement is directed by a nearby hydroxyl group.

bromide

Chemical Communications paper

Posted in Diastereoselective, Methodology | Leave a Comment »

Tirandamycin C synthesis

Posted by naturalproductman on December 9, 2011

William Roush and colleague at Scripps in Florida have reported on the synthesis of tirandamycin C in Organic Letters.

tirandamycin

OL paper

Posted in Cascade Reactions, Diastereoselective, Methodology, Polyenes | Leave a Comment »

Radical cyclization

Posted by naturalproductman on September 20, 2011

Dennis Curran (Pitt) and Armido Studer (Westfalische Wilhelms-Universitat) and co-workers have reported in JACS on a radical cascade cyclization where two diastereotopic iodidines in the precursor substrate are involved.

iodide

JACS paper

Posted in Cascade Reactions, Computational, Diastereoselective, Mechanistic, Methodology, Radical Chemistry, Ring forming | Leave a Comment »

Hasubanan alkaloid syntheses

Posted by naturalproductman on August 31, 2011

Sarah Reisman and co-workers have reported in ACIEE on their total syntheses of some hasubanan alkaloids.  Add an “a” and it sounds like hasubanana.

You know all of this total synthesis made me start thinking how science is evolutionary – in other words, there will always be some advancement in our field and people will publish a new paper here and there from their new findings…but there’s another aspect when way back in the day it was fine to just publish a paper and if someone were to try to publish that 20 years later, they would probably have a hard time getting it accepted.

I guess what I’m getting at is:  will there one day be a step above today where all total synthesis papers will have to be accompanied by biological studies?  For the most part – all isolation papers are accompanied by bioassays of some sort so I wouldn’t be surprised if this does happen.  But then again, that would be forcing a chemist to turn into a biologist or making friends with biologists…also to quote Phil Baran from an NIH interview:  “…we get to focus on the chemistry we love to do, and then when we’re done, we let others focus on what they love to do”

hasubanan

ACIEE paper

Posted in Alkaloids, Asymmetric, Diastereoselective, Friedel-Crafts, Methodology, Named Reactions | Leave a Comment »

Alkylation of thioglycoside

Posted by naturalproductman on May 12, 2011

Alexei Demchenko and co-workers have published in Organic Letters on a diastereoselective methylation of an ethylthioglycoside.

diastereoselective

OL paper

Posted in Asymmetric, Diastereoselective, Methodology | Leave a Comment »

Cram-chelation vs. Felkin-Ahn review

Posted by naturalproductman on May 2, 2011

Patrick Walsh and co-workers have published in JACS on a hydroboration/transmetalation sequence of an alkyne followed by a nucleophilic addition onto a ketone.

hydroboration

JACS paper

Posted in Cascade Reactions, Diastereoselective, Mechanistic, Methodology | Leave a Comment »

 
Follow

Get every new post delivered to your Inbox.

Join 69 other followers