Abstract:
:Stereoselective synthesis of the 16-membered diolide 27, a fully functionalized congener of lepranthin (1), is described. The requisite five asymmetric carbon centers in monomer 23 were constructed in a highly stereoselective manner by using different epoxide-opening reactions of α,β-unsaturated γ,δ-epoxy esters and epoxy alcohol derivatives as the key steps. The monomer 23 was successfully transformed into the MOM protected diolide 27 by Yamaguchi macrolactonization.
journal_name
Chem Pharm Bull (Tokyo)journal_title
Chemical & pharmaceutical bulletinauthors
Takada H,Nagumo S,Yasui E,Mizukami M,Miyashita Mdoi
10.1248/cpb.59.525subject
Has Abstractpub_date
2011-01-01 00:00:00pages
525-7issue
4eissn
0009-2363issn
1347-5223pii
JST.JSTAGE/cpb/59.525journal_volume
59pub_type
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