Pt. Meinke et al., SYNTHESIS OF SPIROKETAL-MODIFIED AVERMECTIN ANALOGS - 23-NOR-23-OXA-AVERMECTIN AND 23-NOR-23-THIA-AVERMECTIN, Tetrahedron letters, 35(30), 1994, pp. 5343-5346
The concise synthesis of avermectin analogs wherein the C23 carbon has
been excised and replaced with an oxygen or sulfur atom is described.
The new, heteroatom-substituted avermectins represent isosteres of 22
,23-dihydro-avermectin B-1a and, in the case of the sulfoxides and sul
fones, are isosteric to avermectin B-2a, These new avermectins bear di
verse functionality at C24 and C25.