Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 11, Pages 5132-5138Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo300672a
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A coupling strategy for the synthesis of 2,4-dimethyl-1 alpha,25(OH)(2)D-3 is achieved which involves methylation of a pro-A ring vinyl sulfone and in situ traping of the allyl sulfonyl anion with a CD ring allyl chloride. TBAF-promoted 1,2-eliminative desulfonylation and concomitant silyl ether deprotection gives the vitamin D-3 analogue.
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