699-15-0Relevant academic research and scientific papers
A Desymmetrization-Based Total Synthesis of Reserpine
Park, Jisook,Chen, David Y.-K.
supporting information, p. 16152 - 16156 (2018/11/23)
Reported herein is a desymmetrization-based synthetic approach to the fused polycyclic indole alkaloid reserpine. The centerpiece of the developed strategy features an internal desymmetrization process that enabled the use of a readily accessible and nonstereogenic reserpine E-ring precursor, in contrast to the synthesis-intensive and stereodefined E-ring intermediates employed in all past reserpine syntheses. Utilization of inexpensive reagents through an orchestrated sequence of carefully selected chemical transformations further highlight the overall effectiveness of the developed pathway.
SYNTHESIS AND STEREOCHEMISTRY OF SUBSTITUTED 5-NITROBICYCLOHEPT-2-ENES - INTERMEDIATE COMPOUNDS IN THE TOTAL SYNTHESIS OF PROSTAGLANDINS
Bondar', N. F.,Koroleva, E. V.,Omel'chenko, T. N.,Akhrem, A. A.
, p. 2084 - 2088 (2007/10/02)
7-Acetoxymethylene- and 7-formyl-5-nitrobicyclohept-2-enes were synthesized, and the configuration of the substituents at positions 5 and 7 was determined.Conditions were obtained for the production of 7-syn-formyl-5-endo-nitrobicyclohept-2-ene with the formyl group in the configuration identical with the configuration of the ω-chain of prostaglandin.
