107971-37-9Relevant academic research and scientific papers
A transition metal-catalyzed enyne metathesis for the preparation of pyrrolizidine alkaloid core: Application towards the total synthesis of stemaphylline
Kumar, Praveen,Rahman, Md. Ataur,Haque, Ashanul,Singh Yadav, Jhillu
, (2021/03/03)
In this paper, we disclose an efficient route for the synthesis of pyrrolizidine alkaloid core and its application towards the total synthesis of stemaphylline. The key pyrrolizidine core was achieved with Ru-carbene catalyzed ring closing enyne metathesis (RCEM). The effect of different types and amounts of Ru-carbene catalysts, solvents and temperature were systematically studied. The advantage of this method includes the construction of pyrrolizidine alkaloid core in a single operation.
A novel one-pot sulfonyloxylactonization of alkenoic acids mediated by hypervalent iodine species generated in situ from ammonium iodide
Hu, Jiantao,Zhu, Min,Xu, Yuan,Yan, Jie
, p. 137 - 145 (2014/02/14)
A novel and efficient one-pot procedure was designed for the sulfonyloxylactonization of alkenoic acids by the reaction of alkenoic acids with m-chloroperbenzoic acid and sulfonic acids in the presence of a catalytic amount of ammonium iodide in a mixture acetonitrile/2,2,2-trifluoroethanol (4: 1) at room temperature for 24 h, which provided the corresponding sulfonyloxy lactones in moderate-to-good yields. Copyright
Rapid sulfonyloxylactonization of alkenoic acids under microwave and ultrasound irradiation
Gao, Liumian,Li, Li,Zhu, Min
experimental part, p. 953 - 957 (2011/12/15)
Fast and convenient reactions were investigated under microwave and ultrasound irradiation, providing simple methods for sulfonyloxylactonization of alkenoic acids in good yields in a short time. Copyright Taylor & Francis Group, LLC.
An efficient catalytic sulfonyloxylactonization of alkenoic acids using hypervalent iodine(III) reagent
Yan, Jie,Wang, Hong,Yang, Zhenping,He, Yan
experimental part, p. 2669 - 2672 (2010/01/07)
A novel and efficient catalytic method for sulfonyloxylactonization of alkenoic acids is reported. (Diacetoxyiodo)benzene could be used as a recyclable catalyst in combination with m-chloroperbenzoic acid as an oxidant in the presence of sulfonic acid to
TOSYLOXYLACTONIZATION OF ALKENOIC ACIDS WITH BENZENE
Shah, Mayur,Taschner, Michael J.,Koser, Gerald F.,Rach, Nancy L.
, p. 4557 - 4560 (2007/10/02)
benzene(1) reacts with 3-butenoic, 4-pentenoic, 5-hexenoic and 2-methyl-4-pentenoic acids in CH2Cl2 to give tosyloxyacetones and with trans-3-hexenoic and 2-cyclopenteneacetic acids to give unsaturated lactones. 5-Norbornene-endo-2-carboxylic acid with 1 gives a rearranged lactone while 5-norbornene-endo-2,3-dicarboxylic acid gives a bis-lactone.
A Tactically Novel Alternative to Acyclic Stereoselection Based on the Concept of a Replicating Chiron - 1,5-C-Methyl Substitution
Hanessian, Stephen,Murray, Peter J.,Sahoo, Soumya P.
, p. 5623 - 5626 (2007/10/02)
A synthetic sequence is described wherein a chiral butyrolactone is used as a template to control the stereochemistry of a C-methylation process on the corresponding enolate.A sequential two-carbon homologation and replication of the butyrolactone template allows a second stereocontrolled C-methylation.The ultimate outcome is a seven carbon acyclic chain with a predicable 1,5-substitution pattern of C-methyl groups with or without an intervening hydroxyl group.
