289665-71-0

Upstream product

• 289665-70-9 (5S,6S)-6-Azido-spiro[4.4]non-2-en-1-one 
• 41975-67-1 1-allyl-2-oxo-cyclopentanecarboxylic acid ethyl ester 
• 285989-27-7 (1S,2R)-1-Allyl-2-hydroxy-cyclopentanecarboxylic acid ethyl ester 
• 289665-78-7 (1S,2R)-1-Allyl-2-methanesulfonyloxy-cyclopentanecarboxylic acid ethyl ester 
• 289665-68-5 (1S,2S)-1-Allyl-2-azido-cyclopentanecarboxylic acid ethyl ester 
• 289665-69-6 (5S,6S)-6-Azido-spiro[4.4]non-3-en-1-one 
• 196716-59-3 (1S,2S)-(+)-ethyl 1-allyl-2-hydroxycyclopentanecarboxylate 
• 285996-30-7 ethyl (S)-1-(prop-2-enyl)-2-oxocyclopentanecarboxylate 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 

Relevant academic research and scientific papers

Synthesis and applications of (1R,5S,6S)-6-(2,2-dimethylpropanamido)spiro[4.4]nonan-1-ol as a chiral auxiliary in Diels-Alder reactions

A short asymmetric synthesis of (1R,5S,6S)-6-(2,2-dimethylpropanamido)spiro[4.4]nonan-1-ol 7 is described along with its application as a chiral auxiliary in various Diels-Alder reactions. The enantioselectivity of the Diels-Alder adducts ranged from 86-98% ee. The Diels-Alder adducts were easily removed from the chiral auxiliary and the latter was recyclized. The absolute and relative stereochemistry of 7 was determined from an X-ray crystal structure of the p-bromobenzoate derivative of 7. Copyright (C) 2000 Elsevier Science Ltd.