Stereoselective Synthesis of a Model C(18)–C(35) Spiroketal Fragment of Integramycin
نویسندگان
چکیده
منابع مشابه
Synthesis of the spiroketal core of integramycin
A concise synthetic strategy towards the spiroketal core of the HIV-integrase inhibitor integramycin (1) was developed. The required ketone precursor was efficiently constructed from two simple and easily accessible subunits by means of a hydrozirconation/copper catalyzed acylation reaction. The effects of different protecting groups on the spiroketalization step were also investigated.
متن کاملinvestigating the feasibility of a proposed model for geometric design of deployable arch structures
deployable scissor type structures are composed of the so-called scissor-like elements (sles), which are connected to each other at an intermediate point through a pivotal connection and allow them to be folded into a compact bundle for storage or transport. several sles are connected to each other in order to form units with regular polygonal plan views. the sides and radii of the polygons are...
Stereoselective glycosylations using oxathiane spiroketal glycosyl donors.
Novel oxathiane spiroketal donors have been synthesised and activated via an umpolung S-arylation strategy using 1,3,5-trimethoxybenzene and 1,3-dimethoxybenzene. The comparative reactivity of the resulting 2,4,6-trimethoxyphenyl (TMP)- and 2,4-dimethoxyphenyl (DMP)-oxathiane spiroketal sulfonium ions is discussed, and their α-stereoselectivity in glycosylation reactions is compared to the anal...
متن کاملStereoselective synthesis of the C79–C97 fragment of symbiodinolide
Symbiodinolide is a polyol marine natural product with a molecular weight of 2860. Herein, a streamlined synthesis of the C79-C97 fragment of symbiodinolide is described. In the synthetic route, a spiroacetalization, a Julia-Kocienski olefination, and a Sharpless asymmetric dihydroxylation were utilized as the key transformations.
متن کاملFamily-level stereoselective synthesis and biological evaluation of pyrrolomorpholine spiroketal natural product antioxidants.
The pyranose spiroketal natural products pollenopyrroside A and shensongine A (also known as xylapyrroside A, ent-capparisine B) have been synthesized by stereoselective spirocyclizations of a common C1-functionalized glycal precursor. In conjunction with our previously reported syntheses of the corresponding furanose isomers, this provides a versatile family-level synthesis of the pyrrolomorph...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Organic Letters
سال: 2011
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol200834p