17854-89-6

Upstream product

• 6994-93-0 ((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride 
• 21286-54-4 (+)-(1S)-Campher-10-sulfonsaeure-chlorid 

Downstream Products

• 94594-90-8 (2R)-bornane-10,2-sultam 
• 94668-55-0 (1S)-N-crotyl-2,10-camphorsultam 
• 94594-91-9 acrylcamphorsultam 
• 60886-80-8 (+/-)-8,8-dimethyl-4,5,6,7-tetrahydro-3ar,6c-methano-benz[c]isothiazole-2,2-dioxide 

Relevant academic research and scientific papers

Application of the sulfonamide functional groups as an anchor for solid phase organic synthesis (SPOS)

Sulfonyl chlorides have been found to readily couple to an amino functionalized resin. The resulting sulfonamide anchoring group is stable to a variety of reactions commonly used in SPOS. Acid induced cleavage is facile, affording functionalized sulfonamides in high yields.

Camphor-Derived N-Acryloyl and N-Crotonoyl Sultams: Practical Activated Dienophiles in Asymmetric Diels-Alder Reactions

Starting from (+)-camphor-10-sulfonyl chloride (5), the crystalline sultam 8 was easily prepared.Lewis-acid-promoted Diels-Alder additions of the crystalline N-acryloyl and N-crotonoyl derivatives 9 and 10, respectively, to cyclopentadiene and 1,3-butadiene at -130 to -78 grad furnished adducts 11, 12 and 17 with high chiral efficiency.Crystallization of the adducts and nondestructive removal of 8 gave either alcohols 13, 14 and 18 or acid 19 in 99percent enantiomeric purity.The sense of induction was reversed on using the enantiomer of 8 as the auxiliary.The structure of 10 was established by X-ray diffraction analysis