Approaching an Eight-Step Formal Synthesis of (+)-Kalkitoxin
Start Date
29-4-2022 2:15 PM
Location
Alter Hall Poster Session 1 - 3rd floor
Abstract
(+)-Kalkitoxin, a potent neurotoxic lipopeptide, was first isolated in 2000 from the cyanobacteria L. majuscula. Due to its anticancer activity, coupled with its unique stereochemistry, (+)-kalkitoxin has been a synthetic target over the last two decades. Our synthetic approach utilizes a crotylstannane conjugate addition which sets two methyl stereocenters with high stereoselectivity. Additionally, we have employed a telescoping reaction that allows for three separate transformations without the isolation of highly volatile compounds. These key transformations will allow for an eight-step synthesis of (+)-Kalkitoxin. In this presentation, I will share our current work towards completing the formal synthesis of (+)-Kalkitoxin.
Approaching an Eight-Step Formal Synthesis of (+)-Kalkitoxin
Alter Hall Poster Session 1 - 3rd floor
(+)-Kalkitoxin, a potent neurotoxic lipopeptide, was first isolated in 2000 from the cyanobacteria L. majuscula. Due to its anticancer activity, coupled with its unique stereochemistry, (+)-kalkitoxin has been a synthetic target over the last two decades. Our synthetic approach utilizes a crotylstannane conjugate addition which sets two methyl stereocenters with high stereoselectivity. Additionally, we have employed a telescoping reaction that allows for three separate transformations without the isolation of highly volatile compounds. These key transformations will allow for an eight-step synthesis of (+)-Kalkitoxin. In this presentation, I will share our current work towards completing the formal synthesis of (+)-Kalkitoxin.
