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ChemInform Abstract: Allyltitanates in Stereospecific Additions to Chiral δ-Lactol: Efficient Enantioselective Route to a Potential Precursor of the C1—C9 Portion of Tylonolide.

✍ Scribed by Isabelle Berque; Patrick Le Menez; Patrick Razon; Jacqueline Mahuteau; Jean-Pierre Ferezou; Ange Pancrazi; Janick Ardisson; Jean-Daniel Brion


Publisher
John Wiley and Sons
Year
2010
Weight
38 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Allyltitanates in Stereospecific Additions to Chiral δ-Lactol: Efficient Enantioselective Route to a Potential Precursor of the C 1 -C 9 Portion of Tylonolide.

-The allyltitanate generated from the carbamate (I) is found to react with the aldehyde (II) to afford the anti adduct (III) with high diastereoselectivity. The reaction with the lactol (IV) proceeds stereospecifically, only one product is formed. Second allylation of the aldehyde (VI) provides the carbamate (VIII), a potential precursor of the C 1 -C 9