Towards Stereoselective Synthesis of the C(31)-C(39) and C(20)-C(27) Fragments of Phorboxazole A

Autor:	Bandari Sampath Kumar, Bejjanki Naveen Kumar, Kommu Nagaiah, Kammari Bal Raju
Rok vydání:	2015
Předmět:	Stereochemistry Organic Chemistry Phorboxazole A Epoxide Ring (chemistry) Biochemistry Catalysis Inorganic Chemistry chemistry.chemical_compound Aldol reaction chemistry D-mannitol Reagent Drug Discovery Stereoselectivity Physical and Theoretical Chemistry
Zdroj:	Helvetica Chimica Acta. 98:386-399
ISSN:	0018-019X
DOI:	10.1002/hlca.201400279
Popis:	The stereoselective synthesis of the C(31)–C(39) and C(20)–C(27) fragments of phorboxazole A (1) was achieved from commercially available and inexpensive D-mannitol. Crimmins aldol reaction and a decarboxylative Claisen-type reaction are the key steps for the C(31)–C(39) fragment, and L-proline-catalyzed aldol reaction, Sharpless asymmetric epoxidation, and epoxide ring opening reaction with Gilman's reagent are the key steps for the C(20)–C(27) fragment of phorboxazole.
Databáze:	OpenAIRE
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