Synthesis of (+)-prelactone B

Chakraborty, Tushar K. ; Tapadar, Subhasish (2003) Synthesis of (+)-prelactone B Tetrahedron Letters, 44 (12). pp. 2541-2543. ISSN 0040-4039

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Radical-mediated opening of a trisubstituted epoxy alcohol using cp2TiCl was followed by diastereoselective reduction of the resulting product with a centrally located methylene group, flanked on both sides by two chiral hydroxyl-bearing carbons, to build all the three chiral centers of (+)-prelactone B 1 in their desired stereochemistries leading to the total synthesis of the molecule.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Prelactone B; Sharpless Kinetic Resolution; Epoxide Opening; 2-methyl-1,3-diol
ID Code:20586
Deposited On:20 Nov 2010 14:16
Last Modified:22 May 2011 15:11

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