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Archive for the ‘Aldol’ Category

Mycosporulone synthesis

Posted by naturalproductman on September 7, 2012

Michael Jung and colleague at UCLA have reported in Organic Letters on the synthesis of mycosporulone.

mycosporulone

OL paper

Posted in Aldol, Asymmetric, Methodology, Named Reactions, Polyketides, retro-Aldol, Spirocycles, Total Synthesis | Leave a Comment »

GB-13 synthesis

Posted by naturalproductman on May 3, 2012

David Evans and co-workers have reported in JACS on their synthesis of GB-13.

GB13

JACS paper

Posted in Aldol, Alkaloids, Asymmetric, Methodology, Named Reactions | Leave a Comment »

Hirsutellone B synthesis

Posted by naturalproductman on October 31, 2011

Hiromi Uchiro and co-workers from Tokyo University of Science have reported in Organic Letters on the total synthesis of hirsutellone.

hirsutellone

OL paper

Posted in Aldol, Alkaloids, Methodology, Named Reactions, Ullman | Leave a Comment »

Alpha-chloro group slows enamine formation

Posted by naturalproductman on October 20, 2011

Keiji Maruoka and co-workers at Kyoto University have reported in JACS on a cross-Aldol coupling between two distinct aldehydes, one with an alpha-chloro group.  It turns out that the chloride group slows down the enamine formation.

alpha chloro

JACS paper

Posted in Aldol, Asymmetric, Methodology, Named Reactions, Organocatalytic | Leave a Comment »

Isatisine A synthesis

Posted by naturalproductman on May 24, 2011

Guanxin Liang and co-workers from Nankai University have reported  in ACIEE on their total synthesis of isatisine.

isatisine A

ACIEE paper

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

Rippertenol synthesis

Posted by naturalproductman on May 17, 2011

Scott Snyder and co-workers have reported in JACS on their synthesis of rippertenol.

rippertenol

JACS paper

Posted in Aldol, Diels-Alder, Methodology, Named Reactions, Ring expansion, Sesquiterpenoids, Seven-Membered Rings, Total Synthesis | Leave a Comment »

Lactones make enolate surrogates

Posted by naturalproductman on February 28, 2011

Akira Yanagisawa and co-workers at Chiba University have reported in Organic Letters on the use of β,γ-didehydro-γ-lactone as tin-enolate precursors to effect an Aldol reaction.

Aldol

 

OL paper

Posted in Aldol, Asymmetric, C2-Symmetric, Cascade Reactions, Methodology, Named Reactions, Ring forming, Ring Opening | Leave a Comment »

Stemonamide Synthesis

Posted by naturalproductman on December 7, 2010

Fu-Min Zhang and co-workers at Lanzhou University have published in Chem Comm on a synthesis of stemonamide where a Schmidt reaction was used to access the 5,7-A,B-ring system.

stemonamide

Chem Comm paper

Posted in Aldol, Alkaloids, Dieckmann condensation, Methodology, Named Reactions, Schmidt, Spirocyclic centers, Titanium, Transition Metal | Leave a Comment »

Cortistatin Access

Posted by naturalproductman on October 10, 2010

Hongbing Zhai and co-workers at the Shanghai Institute of Organic Chemistry have published in Organic Letters on their progress towards cortistatin, which involves a double Aldol reaction of a ketone-dialdehyde to access the 6,7,6-tricyclic ring structure.

double Aldol

OL paper

Posted in Aldol, Alkaloids, Cascade Reactions, Methodology, Named Reactions, Ring forming, Seven-Membered Rings | Leave a Comment »

Heptemerone G Synthesis

Posted by naturalproductman on July 20, 2010

Jerzy Wicha and co-workers at the Polish Academy of Sciences have published in Tetrahedron Letters on the synthesis of heptemerone G.  They started from the 5,7-bicyclic portion and formed the 6 membered ring via an Aldol condensation.

heptemerone G

TL paper

Posted in Aldol, Diterpenoids, Methodology, Named Reactions, Seven-Membered Rings, Total Synthesis | Leave a Comment »

 
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