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Reductive ring openings of allyl-alcohol epoxides

✍ Scribed by James M. Finan; Yoshito Kishi

Book ID
104220939
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
203 KB
Volume
23
Category
Article
ISSN
0040-4039

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✦ Synopsis

Red-Al reduction of allyl-alcohol epoxldes was shown to yield 1,3-dlols In high regloselectlvlty, while DIBAL reduction was shown to yield 1,2-dlols.

A 1,3_polyhydroxylated chain 1s often found on the backbone of Important natural products lncludlng polyene macrollde antlblotlcs. 1 However, to the best of our knowledge, there has been no general method for syntheslzlng such a system In a reglo-and stereocontrolled fashlon.2

In th1.s communication, we would like to report a sunple solution for this problem.

Encouraged by successful application of the chain extension approach for the synthesis of polyether antlblotlcs3, anssmycln antlblotlcs 4 , and carbohydrates

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Regio- and Stereose
ChemInform Abstract: Regio- and Stereoselective Ring Opening of Allylic Epoxides
✍ Mauro Pineschi; Ferruccio Bertolini; Valeria Di Bussolo; Paolo Crotti πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 15 KB πŸ‘ 2 views

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