Main observation and conclusion Stereodefinedβ,γ-unsaturated carbony|compounds are important yet synthetically challenging units in natural products and drugs.Disclosed herein is a mild,rapid copper-catalyzed dibory...Main observation and conclusion Stereodefinedβ,γ-unsaturated carbony|compounds are important yet synthetically challenging units in natural products and drugs.Disclosed herein is a mild,rapid copper-catalyzed diborylation reaction of cross-conjugated enynones as a step-economic and modular approach to stereodefined multifunctionalizedβ,γ-unsaturated ketones by fine control of chemo-,regio-,Z/E and diastereoselectivity.The substrate scope was examined and a possible catalytic cycle was proposed to explain the multifaceted selectivity.展开更多
Comprehensive Summary:A practical photocatalytic annulation-biselenylation strategy has been developed for the efficient synthesis of biselenium-substituted 1-indanones(38 examples in total)with generally good yields(...Comprehensive Summary:A practical photocatalytic annulation-biselenylation strategy has been developed for the efficient synthesis of biselenium-substituted 1-indanones(38 examples in total)with generally good yields(up to 95%)and excellent stereoselectivity(>19:1 Z/E ratio)by employing enynones and diaryl selenides as starting materials under photosensitizer-free conditions.The reaction mechanism involves a cascade process comprising homolytic cleavage,radical addition,5-exo-dig cyclization,and radical capture,enabling sequential formation of multiple bonds,such as C(sp3)-Se,C(sp3)-C(sp2),and C(sp2)-Se bonds,to rapidly construct molecular complexity.Notably,this approach demonstrates wide substrate compatibility and excellent tolerability towards various functional groups.It is further characterized by its remarkable efficiency in creating chemical bonds and achieving high atomic utilization of 100%.展开更多
基金the National Natural Sci-ence Foundation of China(Nos.21672168,21971202)the Key Laboratory Construction Program of Xi'an Municipal Bureau of Science and Technology(No.201805056ZD7CG40)。
文摘Main observation and conclusion Stereodefinedβ,γ-unsaturated carbony|compounds are important yet synthetically challenging units in natural products and drugs.Disclosed herein is a mild,rapid copper-catalyzed diborylation reaction of cross-conjugated enynones as a step-economic and modular approach to stereodefined multifunctionalizedβ,γ-unsaturated ketones by fine control of chemo-,regio-,Z/E and diastereoselectivity.The substrate scope was examined and a possible catalytic cycle was proposed to explain the multifaceted selectivity.
文摘Comprehensive Summary:A practical photocatalytic annulation-biselenylation strategy has been developed for the efficient synthesis of biselenium-substituted 1-indanones(38 examples in total)with generally good yields(up to 95%)and excellent stereoselectivity(>19:1 Z/E ratio)by employing enynones and diaryl selenides as starting materials under photosensitizer-free conditions.The reaction mechanism involves a cascade process comprising homolytic cleavage,radical addition,5-exo-dig cyclization,and radical capture,enabling sequential formation of multiple bonds,such as C(sp3)-Se,C(sp3)-C(sp2),and C(sp2)-Se bonds,to rapidly construct molecular complexity.Notably,this approach demonstrates wide substrate compatibility and excellent tolerability towards various functional groups.It is further characterized by its remarkable efficiency in creating chemical bonds and achieving high atomic utilization of 100%.
