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Archive for the ‘retro-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 »

Ring contraction to 5-membered rings

Posted by naturalproductman on February 24, 2011

Stoltz and co-workers have reported in ACIEE on a method to make cyclopentenes with a chiral quaternary center starting from a seven membered ring precursor via a retro Aldol reaction promoted by a base.  You might be thinking:  well it’s hard to even make a seven membered ring in the first place – I guess they’re showing how good their palladium catalyzed asymmetric alkylation reaction is.

ring contraction

ACIEE paper

Posted in Cascade Reactions, Methodology, Named Reactions, Palladium, retro-Aldol, Transition Metal | Leave a Comment »

C-18 Steroids from C-19 Steroids

Posted by naturalproductman on May 12, 2010

Wei-Shang Tian and co-workers from Shanghai Normal University have recently reported in Tetrahedron Letters on the synthesis of estrogen steroids from androgens via a retro-Aldol reaction.

estrogen

TL paper

Posted in C-C Bond Breaking, Cascade Reactions, Methodology, Named Reactions, retro-Aldol, Steroids | Leave a Comment »

 
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