- Synthesis of spiro[4.5]decane CF-ring analogues of 1 alpha,25-dihydroxyvitamin D3.
Synthesis of spiro[4.5]decane CF-ring analogues of 1 alpha,25-dihydroxyvitamin D3.
Organic letters (2006-09-08)
Wim Schepens, Dirk Van Haver, Maurits Vandewalle, Roger Bouillon, Annemieke Verstuyf, Pierre J De Clercq
PMID16956198
KIVONAT
A novel series of analogues of calcitriol (1) is developed featuring a spirocyclic central core resulting from C18/C21-connection and C15/C16-deletion (2a, 2b). The synthesis of the key intermediate involves an Eschenmoser rearrangement of an enantiomerically pure bromo-substituted cyclohexenol.
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