112775-40-3Relevant articles and documents
STEREOCONTROLLED TOTAL SYNTHESIS OF THE MACROCYCLIC LACTONE (-)-ASPICILIN
Waanders, P.P.,Thijs, L.,Zwanenburg, B.
, p. 2409 - 2412 (2007/10/02)
The essential features of the enantiocontrolled total synthesis of (-)-aspicilin are the strategic use of the photochemical rearrangement of α,β-epoxy diazomethyl ketones to 4-hydroxyalkenoates (Scheme 1) and the stereochemical control of the Sharpless epoxidation, α,ο functionalization of an alkynol using potassium 3-aminopropylamine (KAPA) as acetylene zipper, coupling between C7 and C8 by means of a Wittig reaction and lactonization by using 2,6-dichlorobenzoyl chloride.