186806-43-9

Upstream product

• 124876-74-0 Methyl (R)-(-)-α-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-α-phenylacetate 
• 130115-07-0 (R)-2-(t-butyldimethylsilyloxy)-2-phenylacetaldehyde 
• 20698-91-3 (R)-methyl mandelate 
• 611-71-2 (R)-Mandelic Acid 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 186806-40-6 (1R,2S)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-1-phenylbut-3-yn-2-ol 

Downstream Products

• 186806-47-3 5-[(2S,3R)-2,3-Bis-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-prop-(Z)-ylidene]-5H-furan-2-one 

Relevant academic research and scientific papers

Enantioselective Synthesis of the C23–C33 Fragment of Aetheramide A and Its C32 Epimer

The key aetheramide A intermediate with the natural (R,R,R) configuration along with the one having the unnatural (R,S,R) configuration was synthesized. The synthesis of both stereoisomers was accomplished by Suzuki coupling of two advanced chiral building blocks: (R,R)- and (R,S)-vinylboronates and an (R)-iodoalkene. The former was prepared from (R)-mandelic acid, and the latter was prepared by enantioselective allylation of 3-iodoacrylaldehyde.

Efficient and diastereoselective synthesis of (+)-goniobutenolide A via palladium-catalyzed ene-yne cross coupling-lactonization cascade

(+)-Goniobutenolide A was synthesized in six steps in 21.4% overall yield from (R)-mandelic acid via Pd-catalyzed ene-yne cross coupling-lactonization cascade with essentially complete control of the exocyclic alkene geometry. Copyright (C) 1996 Elsevier Science Ltd.