188949-02-2Relevant articles and documents
Modified Julia olefination and α aminoxylation reactions mediated convergent synthesis of 1α, 24 (R)-dihydroxyvitamin D3 (tacalcitol)
Martínez, Andrea,Santalla, Hugo,Garrido, Fátima,Gómez, Generosa,Fall, Yagamare
, p. 3568 - 3570 (2017)
A convergent synthesis of tacalcitol has been achieved starting from inexpensive and commercially available isovaleraldehyde and easily available Inhoffen-Lythgoe diol. Key steps include a proline catalyzed α aminoxylation and a Julia-Kocienski olefination.
An efficient stereoselective synthesis of 1α,24(R)-dihydroxyvitamin D3 by the dienyne route
Fall, Yagamare,Torneiro, Mercedes,Castedo, Luis,Mourino, Antonio
, p. 4703 - 4714 (2007/10/03)
1α,24(R)-Dihydroxyvitamin D3 (5e) was synthesized. The key step in the preparation of the side-chain was opening of the chiral epoxide 10 by the α-anion of the nitrile 9. The triene system was synthesized by the dienyne route.