215871-40-2

Upstream product

• 215871-25-3 (5S,6S)-1-(phenylmethyl)-6-{[(triisopropylsilyl)oxy]carbonyl}-2-{2-[(triisopropylsilyl)oxy]ethyl}-1,2,5,6-tetrahydropyridine 
• 215871-24-2 (5S,6S)-4-Benzyl-5-(2-hydroxy-ethyl)-6-vinyl-morpholin-2-one 

Downstream Products

• 215871-32-2 (2S,6S)-1-Benzyl-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid methoxy-methyl-amide 
• 215871-28-6 (S)-1-[(2S,6S)-1-Benzyl-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridin-2-yl]-propan-1-ol 
• 215871-29-7 (R)-1-[(2S,6S)-1-Benzyl-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridin-2-yl]-propan-1-ol 
• 215871-34-4 (2S,6S)-1-Benzyl-2-((S)-1-methoxymethoxy-propyl)-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridine 
• 215871-33-3 1-[(2S,6S)-1-Benzyl-6-(2-triisopropylsilanyloxy-ethyl)-1,2,3,6-tetrahydro-pyridin-2-yl]-propan-1-one 
• 19641-15-7 (-)-methyldihydropalustramate 

Relevant academic research and scientific papers

Studies toward the synthesis of (+)-palustrine: The first asymmetric synthesis of (-)-methyl palustramate

The stereoselective synthesis of (-)-methyl palustramate, a possible intermediate for the synthesis of (+)-palustrine, is described. The key step of the synthesis is a conformationally restricted Claisen rearrangement to afford the highly functionalized 1-benzylpipecolic ester 10. In addition, a new procedure for debenzylation of 1-benzylpiperidines (Li, NH2CH2)2, Et3N, THF) was used to remove the benzyl protecting group where traditional methods failed.