223907-73-1

Upstream product

• 56506-08-2 (Z)-oct-4-ene-1,8-diol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 391905-77-4 N-(2,4,6-triisopropylbenzenesulfonyl)-(Z)-2,3,4,7,8,9-hexahydroazonine 
• 223907-76-4 N-(4-methylbenzenesulfonyl)-(1R*,9S*)-10-oxa-5-azabicyclo[7.1.0]decane 
• 223907-74-2 (Z)-N-(4-methylbenzenesulfonyl)-2,3,4,7,8,9-hexahydroazonine 

Relevant academic research and scientific papers

A new and enantioselective indolizidine synthesis by meso-epoxide α-deprotonation-transannular N-C insertion

Enantioselective α-deprotonation-rearrangement of N-Boc hexahydroazonine oxide 10 using organolithiums in the presence of (-)-sparteine 3 gives the ester 12 in up to 89% ee.

Functionalised bicyclic alcohols by enantioselective α-deprotonation-rearrangement of meso-epoxides

Enantioselective α-deprotonation-rearrangement of achiral substituted cyclooctene oxides 7, 27 and 28 and N-Boc hexahydroazonine oxide 45 using organolithiums in the presence of (-)-sparteine 3 or (-)-α-isosparteine 4 gives the functionalised bicyclo[3.3.0]octan-2-ols 9, 29, and 32 and indolizinol 47 in 50-72% yields and 83-89% ees.