Convergent One-Pot Oxidative [<i>n</i> +
1] Approaches to Spiroacetal Synthesis
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Abstract
Two
one-pot oxidative annulative approaches to spiroacetal synthesis
are described. One approach uses a Lewis acid mediated Ferrier reaction
in the fragment-coupling stage followed by DDQ-promoted oxidative
carbon–hydrogen bond cleavage and cyclization. An alternative
approach employs a Heck reaction for fragment coupling followed by
DDQ-mediated enone formation and cyclization. These strategies provide
convergent routes to common subunits in natural products, medicinal
agents, and chemical libraries under mild reaction conditions