158782-83-3

Upstream product

• 158782-80-0 (E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-one 
• 158782-81-1 (E)-(2S,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol 

Downstream Products

• 192992-63-5 tert-Butyl-[(1S,4R)-5,5-diethoxy-4-(4-methoxy-phenoxy)-1-methyl-pentyloxy]-diphenyl-silane 
• 192992-64-6 (2S,5R)-6,6-Diethoxy-5-(4-methoxy-phenoxy)-hexan-2-ol 
• 192992-67-9 (E)-(R)-5-Hydroxy-hex-2-enoic acid (1S,4R)-5,5-diethoxy-4-(4-methoxy-phenoxy)-1-methyl-pentyl ester 
• 192992-71-5 (E)-(R)-5-(2-Bromo-acetoxy)-hex-2-enoic acid (1S,4R)-5,5-diethoxy-4-(4-methoxy-phenoxy)-1-methyl-pentyl ester 
• 192992-66-8 (E)-(R)-5-(tert-Butyl-diphenyl-silanyloxy)-hex-2-enoic acid (1S,4R)-5,5-diethoxy-4-(4-methoxy-phenoxy)-1-methyl-pentyl ester 
• 192992-65-7 Bromo-acetic acid (1S,4R)-5,5-diethoxy-4-(4-methoxy-phenoxy)-1-methyl-pentyl ester 

Relevant academic research and scientific papers

Enantioselective total synthesis of the (-)-(6R,11R,14S)-isomer of colletallol

The total synthesis of the (-)-(6R,11R,14S)-isomer of colletallol was achieved in 15 steps. The key steps of the sequence were the building of the macrocycle via two consecutive Wittig reactions, the first intermolecular and the second intramolecular, instead of the classical macrolactonization methods.

(5S)-1,1-diethoxy-5-t-butyldiphenylsilyloxy-hex-3-en-2-one: A new functionalized versatile chiral building block

The title enone 3 is easily prepared from protected lactaldehyde. Highly diastereoselective reduction of 3 is only obtained with CBS reagents.