862735-99-7Relevant academic research and scientific papers
Synthesis of a 35-member stereoisomer library of bistramide A: Evaluation of effects on actin state, cell cycle and tumor cell growth
Wrona, Iwona E.,Lowe, Jason T.,Turbyville, Thomas J.,Johnson, Tanya R.,Beignet, Julien,Beutler, John A.,Panek, James S.
scheme or table, p. 1897 - 1916 (2009/07/01)
Synthesis and preliminary biological evaluation of a 35-member library of bistramide A stereoisomers are reported. All eight stereoisomers of the C1-C13 tetrahydropyran fragment of the molecule were prepared utilizing crotylsilane reagents 9 and 10 in our
A convenient multigram synthesis of highly enantioenriched methyl 3-silylglycidates
Lowe, Jason T.,Youngsaye, Willmen,Panek, James S.
, p. 3639 - 3642 (2007/10/03)
A multigram scale synthesis of the four stereoisomers of methyl 3-silylglycidates (epoxysilanes) with high enantiopurity is described. Key reactions include a Sharpless asymmetric epoxidation (SAE) of a trans-vinylsilane and an enzymatic resolution of a r
Synthesis and [4 + 2]-annulation of enantioenriched (Z)-crotylsilanes: Preparation of the C1-C13 fragment of bistramide A
Lowe, Jason T.,Panek, James S.
, p. 3231 - 3234 (2007/10/03)
(Chemical Equation Presented) New chiral crotylsilanes that bear a (Z)-olefin geometry were synthesized in high enantiopurity. The reagents participate in [4 + 2]-annulations with aldehydes to give stereochemically complementary pyrans (relative to (E)-crotylsilanes) bearing 2,6-cis-5,6-cis and 2,6-trans-5,6-cis relationships of peripheral functionalities. A stereoselective synthesis of the C1-C13 fragment of bistramide A is also described highlighting this annulation strategy.
