87995-31-1

Upstream product

• 1560-11-8 cyclopent-1-enecarboxylic acid 
• 100-51-6 benzyl alcohol 

Downstream Products

• 503549-97-1 benzyl (2S,3S,3aS,4aS,5R,8S,8aR)-5,10,10-trimethyl-5,8-methano-2,3-propano-octahydroisoxazolo[3,2-b]benzoxazole-3-carboxylate 
• 1052689-92-5 C₁₂H₁₈O 
• 87995-37-7 benzyl 2-(2-propenyl)cyclopentane-1-carboxylate 
• 503550-01-4 (2S,3R,3aS,4aS,5R,8S,8aR)-3-(benzoyloxymethyl)-5,10,10-trimethyl-5,8-methano-2,3-propano-octahydroisoxazolo[3,2-b]benzoxazole 

Relevant academic research and scientific papers

Conjugate allylation of cyclic α,β-unsaturated esters

The conjugate allylation of a homologous series of α,β- unsaturated cyclic esters 8-10 by addition of diallylcuprate (method A), fluoride ion catalyzed addition of trimethylallylsilane (method B), and aluminium tris(2,6-diphenylphenoxide) (ATPH)-mediated addition of allyllithium (method C) was investigated. Method A was not selective in all cases. For methods B and C an influence of ester moiety and ring size on the regioselectivity was observed. Methyl cyclopentenoate 8c gave mainly the 1,2/1,2-product regardless the allylation method while tert-butyl and benzyl ester moieties favored the 1,4-products. For larger rings 9, 10 and the anellated system 19 methods B and C behave complementary depending on the ester function: Method B gave best results of 1,4-addition products for benzyl esters while method C worked better for tert-butyl esters. Thieme Stuttgart.

Oxazoline N-oxide-mediated [2+3] cycloadditions: New access to quaternary asymmetric centres

Cycloadditions between camphor-derived oxazoline N-oxide 1 and dipolarophiles 5 or 8 afforded adducts 6 and 9, respectively, with almost complete regio- and stereoselectivity depending on the substitution patterns of the dipolarophiles. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.